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A concise enantioselective synthesis of the guaiane sesquiterpene (-)-oxyphyllol.

ABSTRACT: (-)-Oxyphyllol was prepared in only 4 steps from an epoxy enone that already served as an intermediate for the total synthesis of the anticancer guaiane (-)-englerin A. A regio- and diastereoselective Co(II)-catalyzed hydration of the olefin and a transannular epoxide opening were used as the key reactions.

SUBMITTER: Zahel M

PROVIDER: S-EPMC3817518 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

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A concise enantioselective synthesis of the guaiane sesquiterpene (-)-oxyphyllol.

Zahel Martin M Metz Peter P

Beilstein journal of organic chemistry 20131008

(-)-Oxyphyllol was prepared in only 4 steps from an epoxy enone that already served as an intermediate for the total synthesis of the anticancer guaiane (-)-englerin A. A regio- and diastereoselective Co(II)-catalyzed hydration of the olefin and a transannular epoxide opening were used as the key reactions. ...[more]

PMID: 24204414

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