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A general preparation of (Z)-1-fluorostilbene derivatives for the design of conformationally restricted peptidomimetics.

ABSTRACT: The preparation of (Z)-1-fluoro-2-bromostyrenes provides a general route for the formation of (Z)-1-fluorostilbene derivatives as configurationally stable spacial linkers for the design of conformationally restricted peptidomimetics. Palladium-catalyzed aryl Suzuki and Stille cross-coupling reactions have been surveyed to proceed with complete retention of fluoroalkene geometry, and permit the direct incorporation of a variety of aryl and heteroaromatic substituents.

SUBMITTER: Williams DR

PROVIDER: S-EPMC3565843 | biostudies-literature | 2010 Jan

REPOSITORIES: biostudies-literature

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A general preparation of (Z)-1-fluorostilbene derivatives for the design of conformationally restricted peptidomimetics.

Williams David R DR Fultz Micheal M Christos Thomas E TE Carter Jeffery S JS

Tetrahedron letters 20100101 6

The preparation of (Z)-1-fluoro-2-bromostyrenes provides a general route for the formation of (Z)-1-fluorostilbene derivatives as configurationally stable spacial linkers for the design of conformationally restricted peptidomimetics. Palladium-catalyzed aryl Suzuki and Stille cross-coupling reactions have been surveyed to proceed with complete retention of fluoroalkene geometry, and permit the direct incorporation of a variety of aryl and heteroaromatic substituents. ...[more]

PMID: 23397337

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