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Allene-alkyne cross-coupling for stereoselective synthesis of substituted 1,4-dienes and cross-conjugated trienes.

ABSTRACT: Titanium-mediated cross-coupling of allenic alcohols with alkynes has been investigated. Divergent reaction pathways were discovered that provide either stereodefined 1,4-dienes or substituted cross-conjugated trienes. In short, allene substitution plays a critical role in the determination of reaction pathway.

SUBMITTER: Shimp HL

PROVIDER: S-EPMC2577592 | biostudies-literature | 2008 Apr

REPOSITORIES: biostudies-literature

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Allene-alkyne cross-coupling for stereoselective synthesis of substituted 1,4-dienes and cross-conjugated trienes.

Shimp Heidi L HL Hare Alissa A McLaughlin Martin M Micalizio Glenn C GC

Tetrahedron 20080401 4

Titanium-mediated cross-coupling of allenic alcohols with alkynes has been investigated. Divergent reaction pathways were discovered that provide either stereodefined 1,4-dienes or substituted cross-conjugated trienes. In short, allene substitution plays a critical role in the determination of reaction pathway. ...[more]

PMID: 18985173

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