4.4 Article

Total Synthesis of Marine Macrolide Natural Products by the Macrocyclization/Transannular Pyran Cyclization Strategy

Related references

Note: Only part of the references are listed.
Article Chemistry, Organic

Stereodivergent Assembly of 2,6-cis- and-trans-Tetrahydropyrans via Base-Mediated Oxa-Michael Cyclization: The Key Role of the TMEDA Additive

Uladzimir S. Masiuk et al.

Summary: The stereodivergent synthesis of cis- and trans-2,6-disubstituted tetrahydropyrans (THPs) has been achieved through the oxa-Michael cyclization of (E)-zeta-hydroxy alpha,beta- unsaturated esters promoted by sodium hexamethyldisilazide. The reaction at low temperature (-78 degrees C) yields the thermodynamically favored trans-THPs with high stereoselectivity, while the reaction at room temperature does not produce the desired cis-THPs as major products and has poor stereocontrol. The addition of tetramethylethylenediamine significantly improves the stereochemical outcome of the room-temperature cyclization and allows for high cis-selectivity.

JOURNAL OF ORGANIC CHEMISTRY (2023)

Article Chemistry, Medicinal

Targeting Pancreatic Cancer with Novel Plumbagin Derivatives: Design, Synthesis, Molecular Mechanism, In Vitro and In Vivo Evaluation

Suresh Awale et al.

Summary: Pancreatic tumors in an austere tumor microenvironment activate adaptive pathways to tolerate nutrient starvation and promote aggressive malignancy. Plumbagin, a plant-derived compound, has shown cytotoxicity against pancreatic cancer cells in nutrient-deprived conditions. 2-(cyclohexylmethyl)-plumbagin was identified as the most promising compound that inhibits cancer cell survival under nutrient-deprived conditions by targeting the PI3K/Akt/mTOR pathways. In vivo studies using xenograft mouse models confirmed the effectiveness of this compound in inhibiting tumor growth. Plumbagin derivatives, such as 2-(cyclohexylmethyl)-plumbagin, hold great potential for the development of anticancer drugs targeting the tumor's austerity microenvironment.

JOURNAL OF MEDICINAL CHEMISTRY (2023)

Review Pharmacology & Pharmacy

Neopeltolide and its synthetic derivatives: a promising new class of anticancer agents

Sheila I. Pena-Corona et al.

Summary: Cancer is a major cause of death worldwide and poses significant clinical, social, and financial burdens. Traditional cancer chemotherapies have limitations, and there is a need for bioactive anticancer compounds. Neopeltolide, a macrolide derived from deep-water sponges, shows promise as a novel drug for cancer therapy.

FRONTIERS IN PHARMACOLOGY (2023)

Article Chemistry, Multidisciplinary

An 11-Step Synthesis of (+)-Neopeltolide by the Macrocyclization/Transannular Pyran Cyclization Strategy

Kazuk i Nakazato et al.

Summary: The total synthesis of (+)-neopeltolide, a potent antiproliferative marine macrolide natural product, was achieved in 11 steps from a commercially available inexpensive material. The 14-membered macrolactone skeleton with a 2,6-cis-substituted tetrahydropyran ring was synthesized using a macrocyclization/trans-annular pyran cyclization strategy. The synthesis of the oxazole-containing side chain was achieved through palladium-catalyzed cross-coupling reactions. Additionally, the total synthesis of (+)-9-epi-neopeltolide was accomplished in 12 steps by stereochemical diversification at the C9 position.

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN (2023)

Article Chemistry, Multidisciplinary

Tandem Macrolactone Synthesis: Total Synthesis of (-)-Exiguolide by a Macrocyclization/Transannular Pyran Cyclization Strategy

Daichi Mizukami et al.

Summary: Tetrahydropyran-containing macrolactones were synthesized using gold and ruthenium catalysis through a three-step reaction sequence, demonstrating high synthetic efficiency and good diastereoselectivity. The synthesis of an anticancer marine macrolide showcased the potential application of this reaction sequence in the synthesis of natural products.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022)

Article Chemistry, Organic

Total Synthesis of (+)-Neopeltolide by the Macrocyclization/Transannular Pyran Cyclization Strategy

Kazuki Nakazato et al.

Summary: An 11-step synthesis of (+)-neopeltolide was developed using a tandem macrocyclization/transannular pyran cyclization strategy for stereo-controlled construction of the neopeltolide macrolactone. The C1-C7 carboxylic acid and the C8-C16 alcohol were prepared in six steps from (R)- and (S)-epichlorohydrin, respectively. The side chain was synthesized in six steps from ethyl 4-oxazolecarboxylate through palladium-catalyzed cross-couplings. The synthesis was completed by a Mitsunobu reaction of the neopeltolide macrolactone and the side chain.

ORGANIC LETTERS (2022)

Article Chemistry, Organic

Recent Developments in Transannular Reactions

Efraim Reyes et al.

Summary: Transannular reactions are an effective method for constructing polycyclic scaffolds in an unconventional manner. Recent examples of transannular reactions have demonstrated excellent performance in synthesizing target compounds, offering an alternative approach to traditional cyclization or cycloaddition reactions.

SYNTHESIS-STUTTGART (2022)

Article Chemistry, Multidisciplinary

Studies toward the total synthesis of (+)-neopeltolide using N-heterocyclic carbene-catalyzed oxo-acyloxylation/reductive oxa-Michael addition strategy

Rambabu N. Reddi et al.

Summary: This article describes a concise synthesis of two important fragments (tetrahydropyran [THP] and ketone moieties) of the cytotoxic macrolide (+)-neopeltolide in 10 long linear steps in enantiomerically pure form. Asymmetric Keck allylation, N-heterocyclic carbene (NHC)-catalyzed oxoacyloxylation, and reductive oxa-Michael addition are the key steps in the synthetic efforts. The stereocenters at C11 and C13 positions are established through Keck asymmetric allylation and Lewis acid-catalyzed diastereoselective allylation, respectively.

BULLETIN OF THE KOREAN CHEMICAL SOCIETY (2022)

Review Chemistry, Organic

Recent advances in cascade reactions and their mechanistic insights: a concise strategy to synthesize complex natural products and organic scaffolds

Shivam et al.

Summary: Cascade reactions in organic synthesis have become a cutting-edge area of research, offering a powerful tool for constructing complex architectures and addressing diverse challenges.

ORGANIC & BIOMOLECULAR CHEMISTRY (2022)

Review Chemistry, Organic

Recent Developments in the Meyer-Schuster Rearrangement

Frederic Justaud et al.

Summary: The Meyer-Schuster rearrangement is an efficient method for preparing alpha,beta-unsaturated carbonyl compounds from propargylic alcohols, with significant progress made in the past decade. New catalytic systems and elegant applications have been discovered, including cascade processes and total synthesis of complex natural products. Additionally, the first examples of aza-Meyer-Schuster rearrangements have recently been described.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2021)

Review Chemistry, Multidisciplinary

Metric-Based Analysis of Convergence in Complex Molecule Synthesis

Ian Tingyung Hsu et al.

Summary: The article presents the synthesis methods of several alkaloid, polyketide, and diterpene metabolites, as well as the concept and parameters of convergent synthesis. Each synthesis route involves complex synthetic steps and reactions, requiring multiple steps to complete the synthesis of the final target.

ACCOUNTS OF CHEMICAL RESEARCH (2021)

Review Chemistry, Multidisciplinary

The Stereocontrolled Total Synthesis of Polyketide Natural Products: A Thirty-Year Journey

Tegan P. Stockdale et al.

Summary: The diverse and complex structures of polyketide natural products have inspired synthetic chemists for decades. This review summarizes a thirty-year journey into the total synthesis of 18 polyketide natural products, highlighting the unique challenges and discoveries encountered along the way, with a focus on the crucial role of highly selective aldol reactions in configuring the densely oxygenated stereoclusters.

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN (2021)

Article Multidisciplinary Sciences

Highly Diastereoselective Chelation-Controlled 1,3-anti-Allylation of (S)-3-(Methoxymethyl)hexanal Enabled by Hydrate of Scandium Triflate

Uladzimir S. Masiuk et al.

Summary: The use of hydrated scandium triflate catalyst enables high 1,3-anti-diastereoselectivity in the allylation reaction, while anhydrous catalyst leads to modest control. The 1,3-anti-selectivity can be rationalized in the framework of the Reetz chelate model. An improved synthesis protocol for the tin compound enhances efficiency for natural product synthesis.

SYMMETRY-BASEL (2021)

Review Chemistry, Organic

Structure determination, correction, and disproof of marine macrolide natural products by chemical synthesis

Haruhiko Fuwa

Summary: This review summarizes recent examples of structure determination, correction, and disproof of structurally complex marine polyketide macrolides through chemical synthesis, highlighting the scope and limitation of current NMR-based structure analysis and the crucial role of chemical synthesis in structure elucidation.

ORGANIC CHEMISTRY FRONTIERS (2021)

Review Chemistry, Organic

The oxa-Michael reaction in the synthesis of 5-and 6-membered oxygen-containing heterocycles

Tauqir Ahmad et al.

Summary: The oxa-Michael reaction is an effective and straightforward method for synthesizing a variety of oxygen-containing heterocycles, frequently found in biologically active substances. Organocatalytic asymmetric OMR has enabled the synthesis of diverse oxygen-containing heterocycles with high enantio- and/or diastereoselectivity.

ORGANIC CHEMISTRY FRONTIERS (2021)

Article Chemistry, Multidisciplinary

Tandem Three-Component Synthesis of syn-1,2-and syn-1,3-Diol Derivatives

Keisuke Murata et al.

CHEMISTRY-AN ASIAN JOURNAL (2020)

Article Chemistry, Multidisciplinary

Catalytic Asymmetric Total Synthesis of Exiguolide

Kengo Oka et al.

CHEMISTRY-A EUROPEAN JOURNAL (2020)

Article Chemistry, Medicinal

Design and synthesis of potent inhibitors of bc1 complex based on natural product neopeltolide

Mao-Qian Xiong et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2020)

Article Chemistry, Multidisciplinary

Unified Total Synthesis of (-)-Enigmazole A and (-)-15-O-Methylenigmazole A

Keisuke Sakurai et al.

CHEMISTRY-AN ASIAN JOURNAL (2020)

Article Chemistry, Organic

Total Synthesis and Structural Revision of Greensporone F and Dechlorogreensporone F

Janardhan Gaddam et al.

JOURNAL OF ORGANIC CHEMISTRY (2020)

Article Chemistry, Multidisciplinary

Diastereo- and Enantioselective Access to Stereotriads through a Flexible Coupling of Substituted Aldehydes and Alkenes

Jing Li et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Agriculture, Multidisciplinary

Natural Product Neopeltolide as a Cytochrome bc1 Complex Inhibitor: Mechanism of Action and Structural Modification

Xiao-Lei Zhu et al.

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY (2019)

Article Chemistry, Multidisciplinary

Total Synthesis, Stereochemical Revision, and Biological Assessment of Iriomoteolide-2a

Keita Sakamoto et al.

CHEMISTRY-A EUROPEAN JOURNAL (2019)

Review Chemistry, Medicinal

Marine Macrolides with Antibacterial and/or Antifungal Activity

Tomasz M. Karpinski

MARINE DRUGS (2019)

Article Chemistry, Organic

Stereocontrolled synthesis of the macrolactone core of neopeltolide

Andreas Meissner et al.

TETRAHEDRON LETTERS (2019)

Article Chemistry, Multidisciplinary

Total Synthesis of (-)-EnigmazoleA

Keisuke Sakurai et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

Article Chemistry, Multidisciplinary

Total Synthesis and Stereochemical Revision of Iriomoteolide-2a

Keita Sakamoto et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

Review Biochemistry & Molecular Biology

Natural products and ring-closing metathesis: synthesis of sterically congested olefins

C. Lecourt et al.

NATURAL PRODUCT REPORTS (2018)

Article Chemistry, Organic

Approach to the Core Structure of 15-epi-Exiguolide

Alexander Riefert et al.

SYNTHESIS-STUTTGART (2018)

Article Chemistry, Organic

Auto-Tandem Catalysis: Activation of Multiple, Mechanistically Distinct Process by a Single Catalyst

Jason E. Camp

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2017)

Article Chemistry, Multidisciplinary

Loss and Reformation of Ruthenium Alkylidene: Connecting Olefin Metathesis, Catalyst Deactivation, Regeneration, and Isomerization

Julien Engel et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Review Chemistry, Medicinal

A Review Study on Macrolides Isolated from Cyanobacteria

Mengchuan Wang et al.

MARINE DRUGS (2017)

Article Chemistry, Multidisciplinary

Total Synthesis and Complete Stereostructure of a Marine Macrolide Glycoside, (-)-LyngbyalosideB

Haruhiko Fuwa et al.

CHEMISTRY-A EUROPEAN JOURNAL (2016)

Review Biochemistry & Molecular Biology

Advances in the synthesis of glycosidic macrolides: clavosolides A-D and cyanolide A

Kiyoun Lee et al.

NATURAL PRODUCT REPORTS (2016)

Article Chemistry, Organic

Total Synthesis of Cytospolide D and Its Biomimetic Conversion to Cytospolides M, O, and Q

Gunnar Ehrlich et al.

ORGANIC LETTERS (2016)

Article Chemistry, Organic

Recent application of oxa-Michael reaction in complex natural product synthesis

Jialei Hu et al.

TETRAHEDRON LETTERS (2016)

Article Chemistry, Multidisciplinary

Total synthesis of (-)-exiguolide via an organosilane-based strategy

Hongze Li et al.

CHEMICAL COMMUNICATIONS (2015)

Article Chemistry, Multidisciplinary

Orthogonal tandem catalysis

Tracy L. Lohr et al.

NATURE CHEMISTRY (2015)

Article Chemistry, Organic

Total Synthesis of (-)-Exiguolide

Zhigao Zhang et al.

ORGANIC LETTERS (2015)

Article Chemistry, Multidisciplinary

Total Synthesis, Stereochemical Reassignment, and Biological Evaluation of (-)-Lyngbyaloside B

Haruhiko Fuwa et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

Article Chemistry, Medicinal

Synthesis and biological evaluation of (+)-neopeltolide analogues: Importance of the oxazole-containing side chain

Haruhiko Fuwa et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2014)

Article Chemistry, Multidisciplinary

Simple, Chemoselective Hydrogenation with Thermodynamic Stereocontrol

Kotaro Iwasaki et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Review Biochemistry & Molecular Biology

Zampanolide and dactylolide: cytotoxic tubulin-assembly agents and promising anticancer leads

Qiao-Hong Chen et al.

NATURAL PRODUCT REPORTS (2014)

Article Chemistry, Organic

Transannular reactions in asymmetric total synthesis

Efraim Reyes et al.

TETRAHEDRON (2014)

Review Chemistry, Multidisciplinary

Stereocontrolled Domino Reactions

Helene Pellissier

CHEMICAL REVIEWS (2013)

Review Chemistry, Multidisciplinary

Tetrahydrofuran-Containing Macrolides: A Fascinating Gift from the Deep Sea

Adriana Lorente et al.

CHEMICAL REVIEWS (2013)

Article Chemistry, Multidisciplinary

Synthesis and Biological Evaluation of Aspergillide A/Neopeltolide Chimeras

Haruhiko Fuwa et al.

CHEMISTRY LETTERS (2013)

Article Chemistry, Organic

Total synthesis and biological evaluation of (-)-exiguolide analogues: importance of the macrocyclic backbone

Haruhiko Fuwa et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2013)

Article Chemistry, Organic

Enantioselective total synthesis of macrolide (+)-neopeltolide

Arun K. Ghosh et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2013)

Review Multidisciplinary Sciences

Teaching Metathesis Simple Stereochemistry

Alois Fuerstner

SCIENCE (2013)

Review Chemistry, Multidisciplinary

Recent developments in the field of oxa-Michael reactions

Carl F. Nising et al.

CHEMICAL SOCIETY REVIEWS (2012)

Article Chemistry, Organic

Study of the Total Synthesis of (-)-Exiguolide

Cyril Cook et al.

JOURNAL OF ORGANIC CHEMISTRY (2012)

Article Chemistry, Organic

Formal Total Synthesis of (+)-Neopeltolide

Sudhakar Athe et al.

JOURNAL OF ORGANIC CHEMISTRY (2012)

Article Chemistry, Organic

Synthesis and Biological Evaluation of Neopeltolide and Analogs

Yubo Cui et al.

JOURNAL OF ORGANIC CHEMISTRY (2012)

Article Chemistry, Organic

Synthesis of the macrolactone core of (+)-neopeltolide by transannular cyclization

Gangavaram V. M. Sharma et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2012)

Article Chemistry, Organic

Stereoselective Synthesis of the Macrolactone Core of (+)-Neopeltolide

Sadagopan Raghavan et al.

ORGANIC LETTERS (2012)

Article Chemistry, Multidisciplinary

Formal total synthesis of (-)-exiguolide

Chada Raji Reddy et al.

RSC ADVANCES (2012)

Article Chemistry, Multidisciplinary

Total Synthesis of Aspergillide A and B Based on the Transannular Oxy-Michael Reaction

Makoto Kanematsu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2011)

Article Chemistry, Multidisciplinary

Enantioselective Synthesis of (-)-Exiguolide by Iterative Stereoselective Dioxinone-Directed Prins Cyclizations

Erika A. Crane et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2011)

Review Chemistry, Multidisciplinary

Cross-Coupling Reactions Of Organoboranes: An Easy Way To Construct C-C Bonds (Nobel Lecture)

Akira Suzuki

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2011)

Editorial Material Chemistry, Multidisciplinary

Metathesis in total synthesis

Alois Fuerstner

CHEMICAL COMMUNICATIONS (2011)

Article Chemistry, Multidisciplinary

Total Synthesis and Biological Assessment of (-)-Exiguolide and Analogues

Haruhiko Fuwa et al.

CHEMISTRY-A EUROPEAN JOURNAL (2011)

Article Chemistry, Organic

Concise Formal Synthesis of (+)-Neopeltolide

Zhen Yang et al.

ORGANIC LETTERS (2011)

Article Chemistry, Multidisciplinary

Asymmetric Conjugate Silyl Transfer in Iterative Catalytic Sequences: Synthesis of the C7-C16 Fragment of (+)-Neopeltolide

Eduard Hartmann et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2010)

Article Chemistry, Multidisciplinary

A Concise Total Synthesis of (+)-Neopeltolide

Haruhiko Fuwa et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2010)

Review Chemistry, Multidisciplinary

New Approaches to the Total Synthesis of the Bryostatin Antitumor Macrolides

Karl J. Hale et al.

CHEMISTRY-AN ASIAN JOURNAL (2010)

Article Chemistry, Organic

Formal Synthesis of (-)-Neopeltolide Featuring a Highly Stereoselective Oxocarbenium Formation/Reduction Sequence

Dionicio Martinez-Solorio et al.

JOURNAL OF ORGANIC CHEMISTRY (2010)

Article Chemistry, Organic

Total Synthesis of (-)-Exiguolide

Haruhiko Fuwa et al.

ORGANIC LETTERS (2010)

Article Chemistry, Organic

Total Synthesis of (-)-Exiguolide

Cyril Cook et al.

ORGANIC LETTERS (2010)

Article Chemistry, Organic

A Unified Total Synthesis of Aspergillides A and B

Haruhiko Fuwa et al.

ORGANIC LETTERS (2010)

Article Chemistry, Organic

An enantioselective total synthesis of aspergillides A and B

Haruhiko Fuwa et al.

TETRAHEDRON (2010)

Article Chemistry, Organic

Total synthesis of neopeltolide and analogs

Yubo Cui et al.

TETRAHEDRON (2010)

Article Chemistry, Multidisciplinary

Oxidative Carbocation Formation in Macrocycles: Synthesis of the Neopeltolide Macrocycle

Wangyang Tu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2009)

Review Chemistry, Multidisciplinary

Mitsunobu and Related Reactions: Advances and Applications

K. C. Kumara Swamy et al.

CHEMICAL REVIEWS (2009)

Review Chemistry, Multidisciplinary

The art of total synthesis through cascade reactions

K. C. Nicolaou et al.

CHEMICAL SOCIETY REVIEWS (2009)

Article Chemistry, Multidisciplinary

Total Synthesis and Biological Evaluation of (+)-Neopeltolide and Its Analogues

Haruhiko Fuwa et al.

CHEMISTRY-A EUROPEAN JOURNAL (2009)

Article Chemistry, Multidisciplinary

Total Synthesis and Structure-Activity Investigation of the Marine Natural Product Neopeltolide

Daniel W. Custar et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2009)

Review Biochemistry & Molecular Biology

Aplyronine A, a potent antitumour macrolide of marine origin, and the congeners aplyronines B-H: chemistry and biology

Kiyoyuki Yamada et al.

NATURAL PRODUCT REPORTS (2009)

Article Chemistry, Organic

The Meyer-Schuster rearrangement for the synthesis of alpha,beta-unsaturated carbonyl compounds

Douglas A. Engel et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2009)

Article Chemistry, Organic

Total Synthesis of the Antiproliferative Macrolide (+)-Neopeltolide

Xavier Guinchard et al.

ORGANIC LETTERS (2009)

Review Chemistry, Organic

Transannulation Reactions in the Synthesis of Natural Products

Paul A. Clarke et al.

SYNTHESIS-STUTTGART (2009)

Article Chemistry, Multidisciplinary

Total synthesis of (+)-exiguolide

Min Sang Kwon et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2008)

Article Chemistry, Multidisciplinary

Total synthesis of (+)-neopeltolide

Haruhiko Fuwa et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2008)

Article Chemistry, Multidisciplinary

Total synthesis of (+)-neopeltolide by a prins macrocyclization

Sang Kook Woo et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2008)

Article Chemistry, Multidisciplinary

Total synthesis of the marine macrolide (+)-neopeltolide

Ian Paterson et al.

CHEMICAL COMMUNICATIONS (2008)

Article Chemistry, Multidisciplinary

Total Synthesis and Biological Activity of Neopeltolide and Analogues

Viktor V. Vintonyak et al.

CHEMISTRY-A EUROPEAN JOURNAL (2008)

Review Chemistry, Multidisciplinary

Neopeltolide, a new promising antitumoral agent

Julien Gallon et al.

COMPTES RENDUS CHIMIE (2008)

Review Biotechnology & Applied Microbiology

Amphidinolides and its related macrolides from marine dinoflagellates

Jun'ichi Kobayashi

JOURNAL OF ANTIBIOTICS (2008)

Article Chemistry, Multidisciplinary

Total synthesis and structural revision of the marine macrolide neopeltolide

Daniel W. Custar et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2008)

Article Biochemistry & Molecular Biology

Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide

Olesya A. Ulanovskaya et al.

NATURE CHEMICAL BIOLOGY (2008)

Review Chemistry, Organic

Formal total synthesis of neopeltolide

Viktor V. Vintonyak et al.

ORGANIC LETTERS (2008)

Article Plant Sciences

Neopeltolide, a macrolide from a lithistid sponge of the family neopeltidae

Amy E. Wright et al.

JOURNAL OF NATURAL PRODUCTS (2007)

Article Chemistry, Multidisciplinary

Total synthesis and stereochemical reassignment of (+)-Neopeltolide

Willmen Youngsaye et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2007)

Article Chemistry, Organic

Exiguolide, a new macrolide from the marine sponge Geodia exigua

S Ohta et al.

TETRAHEDRON LETTERS (2006)

Article Chemistry, Multidisciplinary

Prevention of undesirable isomerization during olefin metathesis

SH Hong et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2005)

Article Chemistry, Organic

Formal total synthesis of (-)-apicularen a via transannular conjugate addition

F Hilli et al.

ORGANIC LETTERS (2004)

Review Chemistry, Multidisciplinary

Recent developments in olefin cross-metathesis

SJ Connon et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2003)