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Regioselective hydroformylation of allylic alcohols.

ABSTRACT: A highly regioselective hydroformylation of allylic alcohols is reported toward the synthesis of ?-hydroxy-acid and aldehyde products. The selectivity is achieved through the use of a ligand that reversibly binds to alcohols in situ, allowing for a directed hydroformylation to occur. The application to trisubstituted olefins was also demonstrated, which yields a single diastereomer product consistent with a stereospecific addition of CO and hydrogen.

SUBMITTER: Lightburn TE

PROVIDER: S-EPMC3096926 | biostudies-literature | 2011 May

REPOSITORIES: biostudies-literature

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Regioselective hydroformylation of allylic alcohols.

Lightburn Thomas E TE De Paolis Omar A OA Cheng Ka H KH Tan Kian L KL

Organic letters 20110419 10

A highly regioselective hydroformylation of allylic alcohols is reported toward the synthesis of β-hydroxy-acid and aldehyde products. The selectivity is achieved through the use of a ligand that reversibly binds to alcohols in situ, allowing for a directed hydroformylation to occur. The application to trisubstituted olefins was also demonstrated, which yields a single diastereomer product consistent with a stereospecific addition of CO and hydrogen. ...[more]

PMID: 21504208

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