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The catalytic asymmetric addition of alkyl- and aryl-zinc reagents to an isoxazole aldehyde.

ABSTRACT: Nucleophilic addition of alkyl- and aryl zinc reagents to a C(4) functionalized isoxazolyl aldehyde proceeded effectively with high enantioselectivity (85-94% e.e.). The amino alcohol catalyst (S)-2-piperidinyl-1,1,2-triphenyl ethanol (10) afforded the (R)-product 2b, as established by x-ray crystallography.

SUBMITTER: Nelson JK

PROVIDER: S-EPMC2598407 | biostudies-literature | 2008 Oct

REPOSITORIES: biostudies-literature

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The catalytic asymmetric addition of alkyl- and aryl-zinc reagents to an isoxazole aldehyde.

Nelson Jared K JK Twamley Brendan B Villalobos Trinidad J TJ Natale Nicholas R NR

Tetrahedron letters 20081001 41

Nucleophilic addition of alkyl- and aryl zinc reagents to a C(4) functionalized isoxazolyl aldehyde proceeded effectively with high enantioselectivity (85-94% e.e.). The amino alcohol catalyst (S)-2-piperidinyl-1,1,2-triphenyl ethanol (10) afforded the (R)-product 2b, as established by x-ray crystallography. ...[more]

PMID: 19812681

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