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Reductive olefination of aldehydes via chromium Brook rearrangement.

ABSTRACT: [reaction: see text] The combination of CrCl(2) and silyl chlorides converts aryl and conjugated aldehydes into olefinic adducts in good to excellent yields. When constrained by structural features, the intermediate vic-diol can be isolated. Available data are consistent with a novel chromium Brook rearrangement.

SUBMITTER: Baati R

PROVIDER: S-EPMC2517130 | biostudies-literature | 2006 Jul

REPOSITORIES: biostudies-literature

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Reductive olefination of aldehydes via chromium Brook rearrangement.

Baati Rachid R Mioskowski Charles C Barma Deb D Kache Rajashaker R Falck J R JR

Organic letters 20060701 14

[reaction: see text] The combination of CrCl(2) and silyl chlorides converts aryl and conjugated aldehydes into olefinic adducts in good to excellent yields. When constrained by structural features, the intermediate vic-diol can be isolated. Available data are consistent with a novel chromium Brook rearrangement. ...[more]

PMID: 16805524

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