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Chiral Silanediols in Anion‐Binding Catalysis
Author(s) -
Schafer Andrew G.,
Wieting Joshua M.,
Fisher Thomas J.,
Mattson Anita E.
Publication year - 2013
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.201305496
Subject(s) - enantioselective synthesis , enantiopure drug , ketene , catalysis , chemistry , silylation , combinatorial chemistry , computer science , field (mathematics) , ion , stereochemistry , medicinal chemistry , organic chemistry , mathematics , pure mathematics
A perfect pair : Silanediols are effective catalysts for the addition of silyl ketene acetals to N ‐acylisoquinolinium ions. Importantly, this is the first example of a silanediol plausibly participating in anion‐binding catalysis, a relatively new direction in the field of hydrogen‐bond‐donor catalysis. The chiral, enantiopure C 2 ‐symmetric silanediol 1 catalyzes enantioselective transformations.