Premium
γ‐Silyl Group Effect in Hydroalumination and Carbolithiation of Propargylic Alcohols
Author(s) -
Igawa Kazunobu,
Tomooka Katsuhiko
Publication year - 2005
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.200503176
Subject(s) - silylation , moiety , aryl , group (periodic table) , chemistry , substitution (logic) , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , computer science , catalysis , programming language , alkyl
Making the right substitution : A remarkable acceleration effect of phenyl‐substituted silyl groups in hydroalumination and carbolithiation reactions of propargylic alcohols (see formula) is described. The results show that an aryl silyl group can act not only as a protecting group but also as an activating group of the alkynyl moiety. This work provides an efficient group‐selective approach to multifunctionalized alkenes.