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Catalysis of the Addition of Allyltrimethylsilane to Aldehydes by Silylating Agents. Me 3 SiB(OTf) 4 , a New, ‘Supersilylating’ Reagent
Author(s) -
Davis Anthony P.,
Jaspars Marcel
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199204701
Subject(s) - electrophile , reagent , silylation , catalysis , chemistry , organic chemistry , medicinal chemistry , combinatorial chemistry
An unusually good source of electrophilic silyl groups , Me 3 SiB(OTf) 4 (Tf = CF 3 SO 2 ), can be prepared by the addition of Me 3 SiOTf to B(OTf) 3 . This compound catalyzes the efficient allylation of aldehydes as outlined in Equation (a) and is four orders of magnitude more reactive than Me 3 SiOTf. Further applications for this new reagent will certainly emerge.