Premium
Asymmetric Counteranion‐Directed Catalytic Hosomi–Sakurai Reaction
Author(s) -
Mahlau Manuel,
GarcíaGarcía Pilar,
List Benjamin
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201203623
Subject(s) - enantiopure drug , catalysis , enantioselective synthesis , chemistry , combinatorial chemistry , lewis acids and bases , ion , organic chemistry
Counteranion control enables the enantioselective, organo Lewis acid catalyzed Hosomi–Sakurai reaction of (hetero)aromatic aldehydes and allylsilanes using an easily handled disulfonimide precatalyst (see scheme). The key to the success of this system is to turn the usually undesired silylium ion catalysis into the desired catalytic regime and pair the cation with an enantiopure disulfonimide anion, thereby applying the concept of asymmetric counteranion‐directed catalysis.