Asymmetric Hydrovinylation of Unactivated Linear 1,3-Dienes

Rakesh K. Sharma and T. V. RajanBabu*

*Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, Email: rajanbabu.1osu.edu

R. K. Sharma, T. V. RajanBabu, J. Am. Chem. Soc., 2010, 132, 3295-3297.

DOI: 10.1021/ja1004703

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Abstract

Monosubstituted acyclic (E)-1,3-dienes undergo efficient hydrovinylation giving (Z)-3-alkylhexa-1,4-dienes upon treatment with catalytic amounts of bidentate phosphine-CoCl₂ complexes and Me₃Al in an atmosphere of ethylene. Complexes derived from (RR)-DIOP and (SS)-BDDP at -45°C give very high enantioselectivities for several prototypical 1,3-dienes.

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Key Words

1,4-dienes

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ID: J48-Y2010-0580