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Direct asymmetric Zn-aldol reaction of methyl vinyl ketone and its synthetic applications.

ABSTRACT: A direct catalytic asymmetric aldol reaction of methyl vinyl ketone is described using our dinuclear zinc catalyst. The obtained aldol adduct functions as a bifunctional building block by utilization of the vinyl functionality. For example, convergent fragment coupling methods have been demonstrated via highly diastereoselective cycloaddition of nitrile oxide after reduction into 1,3-diol or via cross-metathesis reaction.

SUBMITTER: Trost BM

PROVIDER: S-EPMC2535804 | biostudies-literature | 2005 Jun

REPOSITORIES: biostudies-literature

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Direct asymmetric Zn-aldol reaction of methyl vinyl ketone and its synthetic applications.

Trost Barry M BM Shin Seunghoon S Sclafani Joseph A JA

Journal of the American Chemical Society 20050601 24

A direct catalytic asymmetric aldol reaction of methyl vinyl ketone is described using our dinuclear zinc catalyst. The obtained aldol adduct functions as a bifunctional building block by utilization of the vinyl functionality. For example, convergent fragment coupling methods have been demonstrated via highly diastereoselective cycloaddition of nitrile oxide after reduction into 1,3-diol or via cross-metathesis reaction. ...[more]

PMID: 15954759

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