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Direct Substitution of the Hydroxy Group in Alcohols with Silyl Nucleophiles Catalyzed by Indium Trichloride
Author(s) -
Yasuda Makoto,
Saito Takahiro,
Ueba Masako,
Baba Akio
Publication year - 2004
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.200353121
Subject(s) - silylation , nucleophile , indium , chemistry , catalysis , alkylation , substitution (logic) , group (periodic table) , substitution reaction , nucleophilic substitution , organic chemistry , leaving group , medicinal chemistry , computer science , programming language
Straightforward substitution : An excellent combination of a silyl nucleophile and indium catalyst was used to accomplish the dehydroxylation/alkylation of alcohols under nearly neutral conditions (see scheme, Si =silyl group) even though this type of reaction usually requires at least an equimolar amount of acid.