Literature DB >> 22626008

Organocatalyzed enantioselective formal [4 + 2] cycloaddition of 2,3-disubstituted indole and methyl vinyl ketone.

Quan Cai1, Shu-Li You.   

Abstract

A formal [4 + 2] cycloaddition of 2,3-disubstituted indoles with vinyl methyl ketone was realized in the presence of a catalytic amount of quinine-derived primary amine and pentafluorobenzoic acid. This method provides bridged-ring indoline scaffolds containing two quaternary carbon centers with excellent yields and enantioselectivity (up to 98% yield and 98% ee).

Entities:  

Mesh：

Substances：

Year:  2012        PMID： 22626008     DOI： 10.1021/ol301114z

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


  3 in total

1.  Development of an alkaloid-pyrone annulation: synthesis of pleiomaltinine.

Authors:  Robert E Ziegler; Shin-Jowl Tan; Toh-Seok Kam; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-15       Impact factor: 15.336

2.  Enantioselective gold-catalyzed intermolecular [2+2] versus [4+2]-cycloadditions of 3-styrylindoles with N-allenamides: observation of interesting substituent effects.

Authors:  Yidong Wang; Peichao Zhang; Yuan Liu; Fei Xia; Junliang Zhang
Journal:  Chem Sci       Date:  2015-06-23       Impact factor: 9.825

3.  Rhodium catalyzed diastereoselective synthesis of 2,2,3,3-tetrasubstituted indolines from N-sulfonyl-1,2,3-triazoles and ortho-vinylanilines.

Authors:  Dongari Yadagiri; Angula Chandra Shekar Reddy; Pazhamalai Anbarasan
Journal:  Chem Sci       Date:  2016-05-24       Impact factor: 9.825
  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.