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Regio- and stereocontrol in rhenium-catalyzed transposition of allylic alcohols.

ABSTRACT: A hydroxyl group-directed, highly regio- and stereoselective transposition of allylic alcohols based on rhenium catalysis has been developed. The method is suitable for a direct isomerization of acetals into the thermodynamically preferred isomer as long as one of the hydroxyl groups is allylic. This method will expand the scope of rhenium-catalyzed alcohol transpositions for complex molecule synthesis.

SUBMITTER: Herrmann AT

PROVIDER: S-EPMC2861154 | biostudies-literature | 2010 May

REPOSITORIES: biostudies-literature

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Regio- and stereocontrol in rhenium-catalyzed transposition of allylic alcohols.

Herrmann Aaron T AT Saito Tatsuo T Stivala Craig E CE Tom Janine J Zakarian Armen A

Journal of the American Chemical Society 20100501 17

A hydroxyl group-directed, highly regio- and stereoselective transposition of allylic alcohols based on rhenium catalysis has been developed. The method is suitable for a direct isomerization of acetals into the thermodynamically preferred isomer as long as one of the hydroxyl groups is allylic. This method will expand the scope of rhenium-catalyzed alcohol transpositions for complex molecule synthesis. ...[more]

PMID: 20387811

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