Open AccessHydroxyl-Directed Stereoselective Diboration of Alkenes
Author(s) -
Thomas P. Blaisdell,
Thomas C. Caya,
Liang Zhang,
Amparo SanzMarco,
James P. Morken
Publication year - 2014
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/ja504228p
Subject(s) - chemistry , stereoselectivity , dihydroxylation , alkoxide , alcohol , organic chemistry , catalysis , enantioselective synthesis
An alkoxide-catalyzed directed diboration of alkenyl alcohols is described. This reaction occurs in a stereoselective fashion and is demonstrated with cyclic and acyclic homoallylic and bishomoallylic alcohol substrates. After oxidation, the reaction generates 1,2-diols such that the process represents a method for the stereoselective directed dihydroxylation of alkenes.
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