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Organocatalytic stereoselective 1,6-addition of thiolacetic acids to alkynyl indole imine methides: access to axially chiral sulfur-containing tetrasubstituted allenes

Authors :
Ziyang Wang
Xiao Lin
Xuling Chen
Wenjun Li
Pengfei Li
Source :
Organic Chemistry Frontiers. 8:3469-3474
Publication Year :
2021
Publisher :
Royal Society of Chemistry (RSC), 2021.

Abstract

A chiral phosphoric acid-catalyzed enantioselective 1,6-conjugate addition of thiolacetic acid to alkynyl indole imine methide in situ formed from α-(3-indolyl) propargylic alcohol has been established, which enables the formation of axially chiral sulfur-containing tetrasubstituted allenes in generally high efficiency with stereoselectivity.

Details

ISSN :
20524129
Volume :
8
Database :
OpenAIRE
Journal :
Organic Chemistry Frontiers
Accession number :
edsair.doi...........605c454c428e0995ee3d077f28be662f
Full Text :
https://doi.org/10.1039/d1qo00394a