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Synthesis of gamma,delta-unsaturated glycolic acids via sequenced brook and Ireland--claisen rearrangements.

ABSTRACT: Organozinc, -magnesium, and -lithium nucleophiles initiate a Brook/Ireland-Claisen rearrangement sequence of allylic silyl glyoxylates resulting in the formation of gamma,delta-unsaturated alpha-silyloxy acids.

SUBMITTER: Schmitt DC

PROVIDER: S-EPMC2830285 | biostudies-literature | 2010 Mar

REPOSITORIES: biostudies-literature

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Synthesis of gamma,delta-unsaturated glycolic acids via sequenced brook and Ireland--claisen rearrangements.

Schmitt Daniel C DC Johnson Jeffrey S JS

Organic letters 20100301 5

Organozinc, -magnesium, and -lithium nucleophiles initiate a Brook/Ireland-Claisen rearrangement sequence of allylic silyl glyoxylates resulting in the formation of gamma,delta-unsaturated alpha-silyloxy acids. ...[more]

PMID: 20143793

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