Literature DB >> 32255635

Catalytic Asymmetric Allylic Amination with Isatins, Sulfonamides, Imides, Amines, and N-Heterocycles.

Ciarán C Lynch1, Kaluvu Balaraman1, Christian Wolf1.   

Abstract

A generally useful palladium-catalyzed method for the asymmetric allylic amination with a large variety of isatins, sulfonamides, imides, amines, and N-heterocycles is introduced. A single protocol with a readily available catalyst accomplishes this reaction at room temperature with high yields and enantioselectivities often exceeding 90%, which is demonstrated with 31 examples.

Entities:  

Year:  2020        PMID： 32255635      PMCID： PMC7369029          DOI： 10.1021/acs.orglett.0c00936

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  44 in total

1.  Enantioselective Synthesis of Quaternary Carbon Stereocenters: Addition of 3-Substituted Oxindoles to Vinyl Sulfone Catalyzed by Pentanidiums.

Authors:  Lili Zong; Shubo Du; Kek Foo Chin; Chao Wang; Choon-Hong Tan
Journal:  Angew Chem Int Ed Engl       Date:  2015-07-15       Impact factor: 15.336

2.  Catalytic Enantioselective Ynamide Additions to Isatins: Concise Access to Oxindole Alkaloids.

Authors:  Max Moskowitz; Christian Wolf
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-14       Impact factor: 15.336

3.  Palladium-catalyzed glycosylation: novel synthetic approach to diverse N-heterocyclic glycosides.

Authors:  Li Ji; Shao-Hua Xiang; Wei-Lin Leng; Kim Le Mai Hoang; Xue-Wei Liu
Journal:  Org Lett       Date:  2015-03-02       Impact factor: 6.005

4.  Molybdenum-catalyzed asymmetric allylation of 3-alkyloxindoles: application to the formal total synthesis of (-)-physostigmine.

Authors:  Barry M Trost; Yong Zhang
Journal:  J Am Chem Soc       Date:  2006-04-12       Impact factor: 15.419

5.  Catalytic Enantioselective and Diastereoselective Allylic Alkylation with Fluoroenolates: Efficient Access to C3-Fluorinated and All-Carbon Quaternary Oxindoles.

Authors:  Kaluvu Balaraman; Christian Wolf
Journal:  Angew Chem Int Ed Engl       Date:  2016-12-27       Impact factor: 15.336

6.  Exercising regiocontrol in palladium-catalyzed asymmetric prenylations and geranylation: unifying strategy toward flustramines A and B.

Authors:  Barry M Trost; Sushant Malhotra; Walter H Chan
Journal:  J Am Chem Soc       Date:  2011-04-26       Impact factor: 15.419

7.  Iridium-Catalyzed Diastereoselective and Enantioselective Allylic Substitutions with Acyclic α-Alkoxy Ketones.

Authors:  Xingyu Jiang; Wenyong Chen; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2016-04-01       Impact factor: 15.336

8.  Catalytic Enantioselective Synthesis of Acyclic Quaternary Centers: Palladium-Catalyzed Decarboxylative Allylic Alkylation of Fully Substituted Acyclic Enol Carbonates.

Authors:  Eric J Alexy; Haiming Zhang; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2018-08-02       Impact factor: 15.419

9.  A Simple, Broad-Scope Nickel(0) Precatalyst System for the Direct Amination of Allyl Alcohols.

Authors:  Joseph B Sweeney; Anthony K Ball; Philippa A Lawrence; Mackenzie C Sinclair; Luke J Smith
Journal:  Angew Chem Int Ed Engl       Date:  2018-07-12       Impact factor: 15.336

10.  Atroposelective Catalytic Asymmetric Allylic Alkylation Reaction for Axially Chiral Anilides with Achiral Morita-Baylis-Hillman Carbonates.

Authors:  Shou-Lei Li; Chen Yang; Quan Wu; Han-Liang Zheng; Xin Li; Jin-Pei Cheng
Journal:  J Am Chem Soc       Date:  2018-09-28       Impact factor: 15.419
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.