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Enantioselective alkenylation via nickel-catalyzed cross-coupling with organozirconium reagents.

ABSTRACT: A new family of organometallic compounds, organozirconium reagents, are shown to serve as suitable partners in cross-coupling reactions of (activated) secondary alkyl electrophiles. Thus, the first catalytic method for coupling secondary alpha-bromoketones with alkenylmetal reagents has been developed, specifically, a mild, versatile, and stereoconvergent carbon-carbon bond-forming process that generates potentially labile beta,gamma-unsaturated ketones with good enantioselectivity.

SUBMITTER: Lou S

PROVIDER: S-EPMC2860276 | biostudies-literature | 2010 Apr

REPOSITORIES: biostudies-literature

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Enantioselective alkenylation via nickel-catalyzed cross-coupling with organozirconium reagents.

Lou Sha S Fu Gregory C GC

Journal of the American Chemical Society 20100401 14

A new family of organometallic compounds, organozirconium reagents, are shown to serve as suitable partners in cross-coupling reactions of (activated) secondary alkyl electrophiles. Thus, the first catalytic method for coupling secondary alpha-bromoketones with alkenylmetal reagents has been developed, specifically, a mild, versatile, and stereoconvergent carbon-carbon bond-forming process that generates potentially labile beta,gamma-unsaturated ketones with good enantioselectivity. ...[more]

PMID: 20302338

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