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Organocatalytic Asymmetric Cascade Aerobic Oxidation and Semipinacol Rearrangement Reaction: A Visible Light‐Induced Approach to Access Chiral 2,2‐Disubstituted Indolin‐3‐ones.

Authors :
Bu, Liwei
Li, Jiangtao
Yin, Yanli
Qiao, Baokun
Chai, Guobi
Zhao, Xiaowei
Jiang, Zhiyong
Source :
Chemistry - An Asian Journal. 9/4/2018, Vol. 13 Issue 17, p2382-2387. 6p.
Publication Year :
2018

Abstract

Abstract: An enantioselective cascade aerobic oxidation and semipinacol rearrangement reaction of 2‐aryl‐3‐alkyl‐substituted indoles via visible‐light‐driven cooperative organophotoredox and H‐bonding catalysis is reported. The current method provides an expedient and sustainable approach to furnish a variety of valuable chiral 2‐aryl‐2‐alkyl‐substituted indolin‐3‐ones in 64–90 % yield with 58–94 % ee. Preliminary control experiments present important insights into the stereochemistry. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
18614728
Volume :
13
Issue :
17
Database :
Academic Search Index
Journal :
Chemistry - An Asian Journal
Publication Type :
Academic Journal
Accession number :
131600032
Full Text :
https://doi.org/10.1002/asia.201800446