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Chiral Brønsted Acid Catalyzed Pinacol Rearrangement
Author(s) -
Liang Tao,
Zhang Zhenjie,
Antilla Jon C.
Publication year - 2010
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.201004778
Subject(s) - pinacol , enantioselective synthesis , phosphoric acid , regioselectivity , stereoselectivity , chemistry , catalysis , stereochemistry , organic chemistry
Asymmetric pinacol rearrangement : The pinacol rearrangement has long been known to be difficult to control in terms of regioselectivity and stereoselectivity. It has been found that indolyl diols can be treated with chiral phosphoric acids to effect a regio‐ and enantioselective pinacol rearrangement with high efficiency (see scheme; Ar=1‐naphthyl).