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Catalytic Asymmetric Torgov Cyclization: A Concise Total Synthesis of (+)‐Estrone
Author(s) -
Prévost Sébastien,
Dupré Nathalie,
Leutzsch Markus,
Wang Qinggang,
Wakchaure Vijay,
List Benjamin
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201404909
Subject(s) - estrone , catalysis , chemistry , combinatorial chemistry , organic chemistry , hormone , biochemistry
An asymmetric Torgov cyclization, catalyzed by a novel, highly Brønsted acidic dinitro‐substituted disulfonimide, is described. The reaction delivers the Torgov diene and various analogues with excellent yields and enantioselectivity. This method was applied in a very short synthesis of (+)‐estrone.
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