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Calcium‐Catalyzed Direct Coupling of Alcohols with Organosilanes
Author(s) -
Meyer Vera J.,
Niggemann Meike
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201100231
Subject(s) - chemistry , allylic rearrangement , catalysis , alcohol , reactivity (psychology) , calcium , tertiary alcohols , substitution reaction , organic chemistry , medicine , alternative medicine , pathology
A calcium‐catalyzed direct substitution of π‐activated alcohols with different organosilanes under very mild reaction conditions is presented. The high reactivity of the calcium catalyst allows efficient conversion of secondary and tertiary allylic, secondary benzylic, and tertiary propargylic alcohols with allyltrimethylsilane at room temperature. Furthermore, the first direct substitution of an alcohol with ( E )‐ as well as ( Z )‐alkenylsilanes was achieved under mild reaction conditions.