4.7 Article

Cooperative Tertiary Amine/Palladium-Catalyzed Sequential [4+3] Cyclization/[1,3]-Rearrangement for Stereoselective Synthesis of Spiro [Methylenecyclopentane-1,3′-oxindolines]

Related references

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

An expeditious route to sterically encumbered nonproteinogenic α-amino acid precursors using allylboronic acids

Samrat Sahu et al.

Summary: A diastereoselective allylation of N-tert-butane sulfinyl alpha-iminoesters using allylboronic acids has been developed for obtaining optically active non-proteinogenic alpha-amino acid precursors with high yields and diastereoselectivities. This protocol offers gram-scale synthesis, broad functional group tolerance, excellent stereodivergence, post-synthetic modifications, and easy removal of the chiral auxiliary, making it applicable to various amino acids and short peptides for incorporation of these precursors at the N-terminal position.

CHEMICAL SCIENCE (2022)

Article Chemistry, Applied

Palladium-Catalyzed [4+2] Cycloaddition of Hydroxy-Tethered Allylic Carbonates with Alkenes: Synthesis of Functionalized Tetrahydropyrans

Jiaqing Xu et al.

Summary: A palladium-catalyzed [4+2] cycloaddition reaction has been developed for the efficient synthesis of tetrahydropyran derivatives with good selectivity.

ADVANCED SYNTHESIS & CATALYSIS (2022)

Article Chemistry, Organic

Dearomatization of 3-Nitroindoles Enabled Using Palladium-Catalyzed Decarboxylative [4+2] Cycloaddition of2-Alkylidenetrimethylene Carbonates

Pei-Hao Dou et al.

Summary: In this study, a palladium-catalyzed dearomatization process was developed using either 2-alkylidenetrimethylene carbonates or 2-(hydroxymethyl)-3-arylallyl carbonates to obtain a wide range of indoline-fused tetrahydropyrans in good yields with excellent diastereoselectivities. This reaction demonstrates the first application of pi-allyl palladium 1,4-[O,C]-dipole species in the dearomative cycloaddition of electron-deficient heteroarenes.

JOURNAL OF ORGANIC CHEMISTRY (2022)

Article Chemistry, Organic

Asymmetric [4+3] Annulations for Constructing Divergent Oxepane Frameworks via Cooperative Tertiary Amine/Transition Metal Catalysis

Zhi Chen et al.

Summary: Asymmetric [4 + 3] annulations were successfully achieved using isatin-derived Morita-Baylis-Hillman carbonates and two types of vinyl carbonates synergistically catalyzed by tertiary amines and transition metals. This method allows for the construction of a variety of oxepane frameworks with high stereocontrol, and all four diastereomers for products bearing vicinal stereocenters can be accessed by tuning the tertiary amine and metal catalysts.

ORGANIC LETTERS (2021)

Article Medicine, Research & Experimental

Pharmacokinetic study of seven bioactive components of Xiaoyan Lidan Formula in cholestatic and control rats using UPLC-MS/MS

Kaihui Zhang et al.

Summary: A novel UPLC-MS method has been developed for the simultaneous determination of seven major bioactive components in Xiaoyan Lidan Formula in rat plasma. The method showed significant differences in pharmacokinetic properties of the analytes between cholestatic and control groups, providing valuable information for understanding the mechanism of XYLDF and its clinical applications.

BIOMEDICINE & PHARMACOTHERAPY (2021)

Article Chemistry, Multidisciplinary

Pseudo-Stereodivergent Synthesis of Enantioenriched Tetrasubstituted Alkenes by Cascade 1,3-Oxo-Allylation/Cope Rearrangement

Chen Peng et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Review Chemistry, Multidisciplinary

Forging Odd-Membered Rings: Palladium-Catalyzed Asymmetric Cycloadditions of Trimethylenemethane

Barry M. Trost et al.

ACCOUNTS OF CHEMICAL RESEARCH (2020)

Article Chemistry, Organic

Palladium-catalyzed [4+3] dearomatizing cycloaddition reaction of N-iminoquinolinium ylides

Wenhao Dai et al.

ORGANIC CHEMISTRY FRONTIERS (2020)

Article Chemistry, Multidisciplinary

Auto-Tandem Cooperative Catalysis Using Phosphine/Palladium: Reaction of Morita-Baylis-Hillman Carbonates and Allylic Alcohols

Peng Chen et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Review Chemistry, Physical

Catalytic Enantioselective Construction of Spiro Quaternary Carbon Stereocenters

Peng-Wei Xu et al.

ACS CATALYSIS (2019)

Article Chemistry, Multidisciplinary

Tandem Decarboxylative Cyclization/Alkenylation Strategy for Total Syntheses of (+)-Longirabdiol, (-)-Longirabdolactone, and (-)-Effusin

Jianpeng Zhang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Cooperative Tertiary Amine/Chiral Iridium Complex Catalyzed Asymmetric [4+3] and [3+3] Annulation Reactions

Zhi-Chao Chen et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Multidisciplinary

Highly Enantioselective [5+2] Annulations through Cooperative N-Heterocyclic Carbene (NHC) Organocatalysis and Palladium Catalysis

Santanu Singha et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Multidisciplinary

Enantioselective Palladium-Catalyzed [3+2] Cycloaddition of Trimethylenemethane and Fluorinated Ketones

Barry M. Trost et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

Article Chemistry, Applied

Palladium-catalyzed Oxa-[4+2] Annulation of para-Quinone Methides

Zhenbo Yuan et al.

ADVANCED SYNTHESIS & CATALYSIS (2017)

Review Chemistry, Multidisciplinary

Acyclic Quaternary Carbon Stereocenters via Enantioselective Transition Metal Catalysis

Jiajie Feng et al.

CHEMICAL REVIEWS (2017)

Article Chemistry, Multidisciplinary

Asymmetric [4+2] Annulation of C1 Ammonium Enolates with Copper-Allenylidenes

Jin Song et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

Review Chemistry, Multidisciplinary

Catalytic Conia-ene and related reactions

Daniel Hack et al.

CHEMICAL SOCIETY REVIEWS (2015)

Article Plant Sciences

Limonoids with Anti-HIV Activity from Cipadessa cinerascens

Jin-Hai Yu et al.

JOURNAL OF NATURAL PRODUCTS (2015)

Article Chemistry, Multidisciplinary

Phosphine-Catalyzed Highly Enantioselective [3+3] Cycloaddition of Morita-Baylis-Hillman Carbonates with C,N-Cyclic Azomethine Imines

Lei Zhang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2015)

Review Chemistry, Multidisciplinary

Asymmetric Organocatalysis Combined with Metal Catalysis: Concept, Proof of Concept, and Beyond

Dian-Feng Chen et al.

ACCOUNTS OF CHEMICAL RESEARCH (2014)

Article Chemistry, Multidisciplinary

A New Iron(III)-Salen Catalyst for Enantioselective Conia-ene Carbocyclization

Subrata Shaw et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Multidisciplinary

Catalytic Asymmetric 1,3-Dipolar Cycloaddition of Two Different Ylides: Facile Access to Chiral 1,2,4-Triazinane Frameworks

Min-Chao Tong et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2013)

Review Chemistry, Multidisciplinary

Combining transition metal catalysis and organocatalysis - an update

Zhenting Du et al.

CHEMICAL SOCIETY REVIEWS (2013)

Article Chemistry, Organic

Concise Synthesis of -Methylene--hydroxy--carboxy--lactams

Srinivas Tekkam et al.

JOURNAL OF HETEROCYCLIC CHEMISTRY (2013)

Article Multidisciplinary Sciences

Enantio- and Di Aereodivergent Dual Catalysis: α-Allylation of Branched Aldehydes

Simon Krautwald et al.

SCIENCE (2013)

Article Biochemical Research Methods

Selective synthesis of 3-hydroxy acids from Meldrum's acids using SmI2-H2O

Michal Szostak et al.

NATURE PROTOCOLS (2012)

Article Chemistry, Multidisciplinary

La/Ag Heterobimetallic Cooperative Catalysis: A Catalytic Asymmetric Conia-Ene Reaction

Akinobu Matsuzawa et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2011)

Article Chemistry, Organic

Stereoselective synthesis of functionalized pyroglutamates

Matthew J. Just et al.

TETRAHEDRON LETTERS (2011)

Article Chemistry, Multidisciplinary

γ-methylidene-δ-valerolactones as a coupling partner for cycloaddition:: Palladium-catalyzed [4+3] cycloaddition with nitrones

Ryo Shintani et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2007)

Article Chemistry, Multidisciplinary

Direct catalytic intermolecular alpha-allylic alkylation of aldehydes by combination of transition-metal and organocatalysis

I Ibrahem et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2006)

Article Chemistry, Multidisciplinary

Catalytic enantioselective Conia-ene reaction

BK Corkey et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2005)

Article Multidisciplinary Sciences

Contiguous stereogenic quaternary carbons: A daunting challenge in natural products synthesis

EA Peterson et al.

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (2004)