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Highly enantioselective direct alkylation of arylacetic acids with chiral lithium amides as traceless auxiliaries.

ABSTRACT: A direct, highly enantioselective alkylation of arylacetic acids via enediolates using a readily available chiral lithium amide as a stereodirecting reagent has been developed. This approach circumvents the traditional attachment and removal of chiral auxiliaries used currently for this type of transformation. The protocol is operationally simple, and the chiral reagent is readily recoverable.

SUBMITTER: Stivala CE

PROVIDER: S-EPMC3373785 | biostudies-literature | 2011 Aug

REPOSITORIES: biostudies-literature

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Highly enantioselective direct alkylation of arylacetic acids with chiral lithium amides as traceless auxiliaries.

Stivala Craig E CE Zakarian Armen A

Journal of the American Chemical Society 20110715 31

A direct, highly enantioselective alkylation of arylacetic acids via enediolates using a readily available chiral lithium amide as a stereodirecting reagent has been developed. This approach circumvents the traditional attachment and removal of chiral auxiliaries used currently for this type of transformation. The protocol is operationally simple, and the chiral reagent is readily recoverable. ...[more]

PMID: 21744818

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