☆ 4.7 Article

Carbene Catalyzed Asymmetric Synthesis of Selenylated delta-Lactones via [4+2] Annulation of Selenyl Vinyl Ketones and Enals

ADVANCED SYNTHESIS & CATALYSIS (2022)

相关参考文献

注意：仅列出部分参考文献，下载原文获取全部文献信息。

Article Chemistry, Organic

The Synthesis of α-Keto Acetals from Terminal Alkynes and Alcohols via Synergistic Interaction of Organoselenium Catalysis and Electrochemical Oxidation

Ding Ding et al.

Summary: An unprecedented electrochemical approach for the synthesis of alpha-keto acetals has been developed, which combines electrochemistry and organoselenium catalysis. The desired products are obtained at room temperature without the need for basic or metallic additives, allowing for simultaneous incorporation of carbonyl and acetal motifs across the triple bonds in a single step.

JOURNAL OF ORGANIC CHEMISTRY (2022)

添加到收藏夹

Article Chemistry, Organic

Enantioselective organocatalytic syntheses of α-selenated α- and β-amino acid derivatives

Victoria Haider et al.

Summary: This study presents an enantioselective electrophilic alpha-selenation method using Cinchona alkaloids as organocatalysts, leading to the synthesis of a variety of differently substituted derivatives with reasonable levels of enantioselectivities. Further investigations on the stability and suitability of these compounds for further manipulations have also been carried out.

ORGANIC & BIOMOLECULAR CHEMISTRY (2022)

添加到收藏夹

Article Chemistry, Organic

Synthesis of Seleno-Dibenzocycloheptenones/Spiro[5.5]Trienones by Radical Cyclization of Biaryl Ynones

Helen A. Goulart et al.

Summary: An alternative method for the synthesis of seleno-dibenzocycloheptenones and seleno-spiro[5.5]-trienones is reported. The method demonstrates high efficiency and regioselectivity, leading to the synthesis of 24 compounds, including several unpublished ones. Additionally, the prepared compounds can undergo further synthetic transformations.

JOURNAL OF ORGANIC CHEMISTRY (2022)

添加到收藏夹

Article Chemistry, Organic

K2S2O8/I2-Promoted Electrophilic Selenylative Cyclization To Access Seleno-Benzo[b]azepines

Zhen Zhang et al.

Summary: A novel and simple organoselenium-involved 7-membered cyclization method has been developed for accessing diverse seleno-benzo[b]azepines. The protocol involves an electrophilic cyclization process and is conducted under mild conditions. Mechanistic discussions rationalize the observed regioselectivity in the transformation. Further studies on the transformation of seleno-benzo[b]azepines and large-scale experiments demonstrate promising utility of this methodology.

ORGANIC LETTERS (2022)

添加到收藏夹

Article Chemistry, Organic

Highly Stereoselective Synthesis of Tetrasubstituted Vinyl Selenides via Rhodium-Catalyzed [1,4]-Acyl Migration of Selenoesters and Diazo Compounds

Xun-Shen Liu et al.

Summary: In this paper, a highly stereoselective Rh(II)-catalyzed 1,4-acyl rearrangement of selenium esters and alpha-diazo carbonyl compounds is disclosed, which provides an efficient method for synthesizing tetrasubstituted vinyl selenides. Furthermore, this reaction also offers a synthetic tool for medium and large ring compounds.

ORGANIC LETTERS (2022)

添加到收藏夹

Article Chemistry, Organic

Organoselenium-Catalyzed Cross-Dehydrogenative Coupling of Alkenes and Azlactones

Wei Wei et al.

Summary: The carbon-carbon bond-forming cross-dehydrogenative coupling reaction using organoselenium catalysis involving a high-valent para-methoxyphenyl selenium species has been developed. This method enables the synthesis of alpha,alpha-disubstituted alpha-amino acid derivatives with excellent regioselectivities through vinyl or allylic C-H functionalization. The generality of this method has been demonstrated by the cross-coupling of an alkene with an oxindole and the direct functionalization of electron-rich arenes with azlactones.

ORGANIC LETTERS (2022)

添加到收藏夹

Article Chemistry, Organic

Chiral Lewis Base Catalyzed Enantioselective Selenocyclization of 1,1-Disubstituted Alkenes: Asymmetric Synthesis of Selenium-Containing 4H-3,1-Benzoxazines

Ren-Fei Cao et al.

Summary: An enantioselective selenocyclization of 1,1-disubstituted alkenes was achieved for the first time using a novel combination of a chiral BINAM-derived sulfide and an achiral Lewis acid. Various selenium-containing 4H-3,1-benzoxazines, which are found in many medicinally relevant molecules, were synthesized in moderate to good yields and good to excellent enantioselectivities. The reaction also facilitated the construction of tetrasubstituted carbon stereocenters.

ORGANIC LETTERS (2022)

添加到收藏夹

Article Chemistry, Organic

Arylselenyl Radical-Mediated Cyclization of N-(2-Alkynyl)anilines: Access to 3-Selenylquinolines

Changlei Zhu et al.

Summary: This study describes an efficient and novel approach to synthesizing 3-selenylquinolines. By utilizing a combination of CuCl2 and air as catalyst, key Se-C and C-C bonds were formed in a single step. The method showcased moderate to excellent yields under mild conditions, highlighting its versatility and usefulness.

JOURNAL OF ORGANIC CHEMISTRY (2022)

添加到收藏夹

Review Chemistry, Multidisciplinary

Insights into the Recent Synthetic Advances of Organoselenium Compounds

Priyanka N. Makhal et al.

Summary: The growing interest in organoselenium compounds has had a significant impact in medicinal and material chemistry, with recent advancements focusing on catalytic roles and synthetic approaches. This review aims to provide an overview of these developments and contribute towards the future improvement of organoselenium compounds.

CHEMISTRYSELECT (2021)

添加到收藏夹

Article Chemistry, Organic

Organoselenium-Catalyzed Asymmetric Cyclopropanations of (E)-Chalcones

Pei-Tung Cheng et al.

Summary: A new class of chiral tetrahydroselenophene-based compounds were synthesized and demonstrated to catalyze asymmetric cyclopropanation reactions with high enantioselectivities.

ORGANIC LETTERS (2021)

添加到收藏夹

Article Chemistry, Organic

Catalytic Electrophilic Thiocarbocyclization of Allenes

Quanbin Jiang et al.

Summary: An efficient approach for catalytic electrophilic thiocarbocyclization of allenes to synthesize indene-based sulfides with excellent regioselectivities was disclosed. The reactions were conducted at low temperatures using selenide catalysis in the presence of TMSOTf. Both electrophilic arylthio and alkylthio reagents showed good performance under these conditions, and the method was also applicable to intermolecular azidothiolation of allenes.

ORGANIC LETTERS (2021)

添加到收藏夹

Article Chemistry, Organic

Iodosobenzene-Mediated Three-Component Selenofunctionalization of Olefins

Zhi-Peng Liang et al.

Summary: A three-component reaction using a commercially available hypervalent iodine(III) reagent, PhIO, was developed for the synthesis of vicinally functionalized selenoderivatives under ambient conditions with excellent yields and high diastereoselectivity. The reaction displayed high levels of functional group compatibility and is suitable for late-stage functionalization of styrenefunctionalized biomolecules. Preliminary investigations on the mechanism of the reaction were also presented.

JOURNAL OF ORGANIC CHEMISTRY (2021)

添加到收藏夹

Article Chemistry, Organic

Meyer-Schuster-Type Rearrangement of Propargylic Alcohols into α-Selenoenals and -enones with Diselenides

Yong-Liang Ban et al.

Summary: The mild and broadly applicable protocol described enables the preparation of a diverse array of multisubstituted alpha-selenoenals and -enones from easily accessible propargylic alcohols and diselenides. The transformation proceeds via the Selectfluor-promoted selenirenium pathway, showing potential for practical application in gram-scale experiments.

JOURNAL OF ORGANIC CHEMISTRY (2021)

添加到收藏夹

Article Chemistry, Organic

Direct Electrochemical Selenylation/Cyclization of Alkenes: Access to Functionalized Benzheterocycles

Xiaomei Cheng et al.

Summary: This study introduced a catalyst-free, environmentally friendly, and efficient electrochemical selenylation/cyclization method for the synthesis of diverse functionalized benzheterocycles. The process proceeded smoothly and could be scaled up to gram quantity with convenient operation in an undivided cell.

JOURNAL OF ORGANIC CHEMISTRY (2021)

添加到收藏夹

Article Chemistry, Organic

Lewis Acid-Catalyzed Asymmetric Selenocyanation of β-Ketoesters with N-Selenocyanatosaccharin

Di Wu et al.

JOURNAL OF ORGANIC CHEMISTRY (2020)

添加到收藏夹

Article Chemistry, Multidisciplinary

Access to enantioenriched 4-phosphorylated δ-lactones from β-phosphorylenones and enals via carbene organocatalysis

Ram Subhawan Verma et al.

CHEMICAL COMMUNICATIONS (2020)

添加到收藏夹

Article Chemistry, Organic

In Situ Formation of RSCl/ArSeCl and Their Application to the Synthesis of 4-Chalcogenylisocumarins/Pyrones from o-(1-Alkynyl)benzoates and (Z)-2-Alken-4-ynoates

Linlin Xing et al.

ORGANIC LETTERS (2019)

添加到收藏夹

Article Chemistry, Organic

Organoselenium Accelerated Bromolactonization Reaction

Jorn E. Tungen et al.

JOURNAL OF ORGANIC CHEMISTRY (2019)

添加到收藏夹

Article Chemistry, Multidisciplinary

Catalytic, Enantioselective syn-Diamination of Alkenes

Zhonglin Tao et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

添加到收藏夹

Review Chemistry, Multidisciplinary

NHC-Catalyzed Generation of α,β-Unsaturated Acylazoliums for the Enantioselective Synthesis of Heterocycles and Carbocycles

Santigopal Mondal et al.

ACCOUNTS OF CHEMICAL RESEARCH (2019)

添加到收藏夹

Article Chemistry, Multidisciplinary

Natural Deep Eutectic Solvent-Catalyzed Selenocyanation of Activated Alkynes via an Intermolecular H-Bonding Activation Process

Chao Wu et al.

ACS SUSTAINABLE CHEMISTRY & ENGINEERING (2019)

添加到收藏夹

Article Chemistry, Organic

A Metal-Free Route to Heterocyclic Trifluoromethyl- and Fluoroalkylselenolated Molecules

Quentin Glenadel et al.

ORGANIC LETTERS (2018)

添加到收藏夹

Review Chemistry, Multidisciplinary

N-Heterocyclic Carbene Catalysis via Azolium Dienolates: An Efficient Strategy for Remote Enantioselective Functionalizations

Xiang-Yu Chen et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Access to Enantioenriched Organosilanes from Enals and beta-Silyl Enones: Carbene Organocatalysis

Yuxia Zhang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Chiral amine-catalyzed asymmetric conjugate addition of aldehydes to α-phenylselenoenones as formal Z-allylating agents

Taichi Kano et al.

CHEMICAL COMMUNICATIONS (2018)

添加到收藏夹

Article Chemistry, Organic

Metal-free difunctionalization of alkynes leading to alkenyl dithiocyanates and alkenyl diselenocyanates at room temperature

Ling-Hui Lu et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2018)

添加到收藏夹

Article Chemistry, Organic

Direct Construction of 2,3-Dihydroxy-2,3-diaryltetrahydrofurans via N-Heterocyclic Carbene/Base-Mediated Domino Reactions of Aromatic Aldehydes and Vinyl Selenone

Atanu Bhaumik et al.

ORGANIC LETTERS (2017)

添加到收藏夹

Article Chemistry, Organic

Coumarin to Isocoumarin: One-Pot Synthesis of 3-Substituted Isocoumarins from 4-Hydroxycoumarins and Benzyne Precursors

Kashmiri Neog et al.

ORGANIC LETTERS (2017)

添加到收藏夹

Review Chemistry, Multidisciplinary

Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes

Darrin M. Flanigan et al.

CHEMICAL REVIEWS (2015)

添加到收藏夹

Article Chemistry, Organic

Enantioselective Synthesis of 3,3-Disubstituted Oxindoles Bearing Two Different Heteroatoms at the C3 Position by Organocatalyzed Sulfenylation and Selenenylation of 3-Pyrrolyl-oxindoles

Yong You et al.

JOURNAL OF ORGANIC CHEMISTRY (2015)

添加到收藏夹

Article Chemistry, Organic

Enantioselective Synthesis of Substituted δ-Lactones by Cooperative Oxidative N-Heterocyclic Carbene and Lewis Acid Catalysis

Srikrishna Bera et al.

ORGANIC LETTERS (2015)

添加到收藏夹

Article Chemistry, Organic

Efficient Synthesis of 5-Chalcogenyl-1,3-oxazin-2-ones by Chalcogen-Mediated Yne-Carbamate Cyclisation: An Experimental and Theoretical Study

Alicia Monleon et al.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2015)

添加到收藏夹

Article Chemistry, Multidisciplinary

Enantioselective Selenocyclization via Dynamic Kinetic Resolution of Seleniranium Ions by Hydrogen-Bond Donor Catalysts

Hu Zhang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

添加到收藏夹

Article Chemistry, Multidisciplinary

Triple Role of Phenylselenonyl Group Enabled a One-Pot Synthesis of 1,3-Oxazinan-2-ones From α-Isocyanoacetates, Phenyl Vinyl Selenones, and Water

Thomas Buyck et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

添加到收藏夹

Article Chemistry, Multidisciplinary

Catalytic Enantioselective Michael Addition of α-Aryl-α-Isocyanoacetates to Vinyl Selenone: Synthesis of α,α-Disubstituted α-Amino Acids and (+)- and (-)-Trigonoliimine A

Thomas Buyck et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2013)

添加到收藏夹

Article Chemistry, Multidisciplinary

Controlled β-protonation and [4+2] cycloaddition of enals and chalcones via N-heterocyclic carbene/acid catalysis: toward substrate independent reaction control

Zhenqian Fu et al.

CHEMICAL COMMUNICATIONS (2013)

添加到收藏夹

Review Chemistry, Multidisciplinary

Which form is that? The importance of selenium speciation and metabolism in the prevention and treatment of disease

Claire M. Weekley et al.

CHEMICAL SOCIETY REVIEWS (2013)

添加到收藏夹

Review Chemistry, Multidisciplinary

Acyl anion free N-heterocyclic carbene organocatalysis

Sarah J. Ryan et al.

CHEMICAL SOCIETY REVIEWS (2013)

添加到收藏夹

Article Chemistry, Organic

Stereospecific Asymmetric N-Heterocyclic Carbene (NHC)-Catalyzed Redox Synthesis of Trifluoromethyl Dihydropyranones and Mechanistic Insights

Alyn T. Davies et al.

JOURNAL OF ORGANIC CHEMISTRY (2013)

添加到收藏夹

Article Chemistry, Organic

Direct α-Functionalization of Simple Aldehydes via Oxidative N-Heterocyclic Carbene Catalysis

Junming Mo et al.

ORGANIC LETTERS (2013)

添加到收藏夹

Review Chemistry, Multidisciplinary

A Continuum of Progress: Applications of N-Hetereocyclic Carbene Catalysis in Total Synthesis

Javier Izquierdo et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2012)

添加到收藏夹

Review Medicine, General & Internal

Selenium and human health

Margaret P. Rayman

LANCET (2012)

添加到收藏夹

Article Chemistry, Multidisciplinary

A Highly Enantioselective One-Pot Synthesis of Spirolactones by an Organocatalyzed Michael Addition/Cyclization Sequence

Silvia Sternativo et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2011)

添加到收藏夹

Article Chemistry, Multidisciplinary

Enantioselective Stetter Reactions of Enals and Modified Chalcones Catalyzed by N-Heterocyclic Carbenes

Xinqiang Fang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2011)

添加到收藏夹

Article Chemistry, Organic

Regioselective Synthesis of Isochromenones by Iron(III)/PhSeSePh-Mediated Cyclization of 2-Alkynylaryl Esters

Adriane Speranca et al.

JOURNAL OF ORGANIC CHEMISTRY (2011)

添加到收藏夹

Article Chemistry, Organic

Enantioselective Diels-Alder Reactions of Enals and Alkylidene Diketones Catalyzed by N-Heterocyclic Carbenes

Xinqiang Fang et al.

ORGANIC LETTERS (2011)

添加到收藏夹

Article Chemistry, Organic

Highly Stereoselective Synthesis of 1,2,3-Trisubstituted Indanes via Oxidative N-Heterocyclic Carbene-Catalyzed Cascades

Anup Biswas et al.

ORGANIC LETTERS (2011)

添加到收藏夹

Article Chemistry, Organic

N-Heterocyclic carbene (NHC) catalyzed annulation of enals and vinyl ketones: a novel synthesis of [2H]-pyranones

Vijay Nair et al.

TETRAHEDRON LETTERS (2011)

添加到收藏夹

Article Chemistry, Multidisciplinary

NHC-catalyzed reaction of enals with unactivated enones: substituent effect on the formation of 1: 1 and 1: 2 adducts

Ken Takaki et al.

RSC ADVANCES (2011)

添加到收藏夹

Article Multidisciplinary Sciences

Chiral N-heterocyclic carbene-catalyzed generation of ester enolate equivalents from α,β-unsaturated aldehydes for enantioselective Diels-Alder reactions

Juthanat Kaeobamrung et al.

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (2010)

添加到收藏夹

Article Chemistry, Applied

A New Stereoselective Synthesis of Cyclopropanes Containing Quaternary Stereocentres via Organocatalytic Michael Addition to Vinyl Selenones

Francesca Marini et al.

ADVANCED SYNTHESIS & CATALYSIS (2009)

添加到收藏夹

Article Entomology

Dihydronepetalactones Deter Feeding Activity by Mosquitoes, Stable Flies, and Deer Ticks

John E. Feaster et al.

JOURNAL OF MEDICAL ENTOMOLOGY (2009)

添加到收藏夹

Article Chemistry, Multidisciplinary

Organocatalytic asymmetiric alpha-selenenylation of aldehydes

Marcello Tiecco et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2007)

添加到收藏夹

Article Chemistry, Multidisciplinary

A highly enantioselective intramolecular Michael reaction catalyzed by N-heterocyclic carbenes

Eric M. Phillips et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2007)

添加到收藏夹

Review Chemistry, Multidisciplinary

N-heterocyclic carbenes as organocatalysts

Nicolas Marion et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2007)

添加到收藏夹

Article Chemistry, Multidisciplinary

Chiral N-heterocyclic carbene catalyzed, enantioselective oxodiene Diels-Alder reactions with low catalyst loadings

Ming He et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2006)

添加到收藏夹

Article Biochemistry & Molecular Biology

Enantioselective syntheses of (R)- and (S)-argentilactone and their cytotoxic activities against cancer cell lines

A de Fatima et al.

BIOORGANIC & MEDICINAL CHEMISTRY (2004)

添加到收藏夹

© Peeref 2019-2024. All rights reserved.