In:
Angewandte Chemie, Wiley, Vol. 129, No. 21 ( 2017-05-15), p. 5854-5858
Abstract:
The first catalytic kinetic resolution by N‐sulfonylation is described. 2‐Substituted indolines are resolved (s=2.6–19) using an atropisomeric 4‐dimethylaminopyridine‐N‐oxide (4‐DMAP‐N‐oxide) organocatalyst. Use of 2‐isopropyl‐4‐nitrophenylsulfonyl chloride is critical to the stereodiscrimination and enables facile deprotection of the sulfonamide products with thioglycolic acid. A qualitative model that accounts for the stereodiscrimination is proposed.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v129.21
DOI:
10.1002/ange.201700977
Language:
English
Publisher:
Wiley
Publication Date:
2017
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505872-7
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1479266-7
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