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Gold(I)-catalyzed enantioselective polycyclization reactions.

ABSTRACT: A series of enantioselective polycyclization reactions, catalyzed by a cationic bisphosphine gold complexes, are described. The polycyclization reactions, which employ an alkyne as an initiating group, begin with a gold-promoted 6-exo-dig cyclization and can be terminated with a variety of nucleophiles including carboxylic acids, phenols, sulfonamides, and electron-rich aryl groups. This method allows for the preparation of up to four bonds in a single operation with excellent diastereo- and enantioselectivity.

SUBMITTER: Sethofer SG

PROVIDER: S-EPMC2888676 | biostudies-literature | 2010 Jun

REPOSITORIES: biostudies-literature

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Gold(I)-catalyzed enantioselective polycyclization reactions.

Sethofer Steven G SG Mayer Timo T Toste F Dean FD

Journal of the American Chemical Society 20100601 24

A series of enantioselective polycyclization reactions, catalyzed by a cationic bisphosphine gold complexes, are described. The polycyclization reactions, which employ an alkyne as an initiating group, begin with a gold-promoted 6-exo-dig cyclization and can be terminated with a variety of nucleophiles including carboxylic acids, phenols, sulfonamides, and electron-rich aryl groups. This method allows for the preparation of up to four bonds in a single operation with excellent diastereo- and ena ...[more]

PMID: 20518531

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