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Hydroxyl-directed stereoselective diboration of alkenes.

ABSTRACT: 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.

SUBMITTER: Blaisdell TP

PROVIDER: S-EPMC4091278 | biostudies-literature | 2014 Jul

REPOSITORIES: biostudies-literature

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Hydroxyl-directed stereoselective diboration of alkenes.

Blaisdell Thomas P TP Caya Thomas C TC Zhang Liang L Sanz-Marco Amparo A Morken James P JP

Journal of the American Chemical Society 20140624 26

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. ...[more]

PMID: 24941137

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