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L-selectride-mediated highly diastereoselective asymmetric reductive aldol reaction: access to an important subunit for bioactive molecules.

ABSTRACT: L-selectride reduction of a chiral or achiral enone followed by reaction of the resulting enolate with optically active alpha-alkoxy aldehydes proceeded with excellent diastereoselectivity. The resulting alpha,alpha-dimethyl-beta-hydroxy ketones are inherent to a variety of biologically active natural products.

SUBMITTER: Ghosh AK

PROVIDER: S-EPMC2943828 | biostudies-literature | 2008 Nov

REPOSITORIES: biostudies-literature

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L-selectride-mediated highly diastereoselective asymmetric reductive aldol reaction: access to an important subunit for bioactive molecules.

Ghosh Arun K AK Kass Jorden J Anderson David D DD Xu Xiaoming X Marian Christine C

Organic letters 20081003 21

L-selectride reduction of a chiral or achiral enone followed by reaction of the resulting enolate with optically active alpha-alkoxy aldehydes proceeded with excellent diastereoselectivity. The resulting alpha,alpha-dimethyl-beta-hydroxy ketones are inherent to a variety of biologically active natural products. ...[more]

PMID: 18831554

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