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Formal synthesis of (+)-sorangicin A.

ABSTRACT: The formal synthesis of (+)-sorangicin A was completed by two independent routes. Both approaches feature a cross metathesis reaction to form the C29-C30 bond to arrive at the bicyclic ether/tetrahydropyran fragment. Formation of the C15-C16 olefin to unite the dihydropyran fragment with the rest of the molecule was achieved by either a cross metathesis reaction or a Julia-Kocienski olefination.

SUBMITTER: Crimmins MT

PROVIDER: S-EPMC3163046 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature

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Formal synthesis of (+)-sorangicin A.

Crimmins Michael T MT Haley Matthew W MW O'Bryan Elizabeth A EA

Organic letters 20110811 17

The formal synthesis of (+)-sorangicin A was completed by two independent routes. Both approaches feature a cross metathesis reaction to form the C29-C30 bond to arrive at the bicyclic ether/tetrahydropyran fragment. Formation of the C15-C16 olefin to unite the dihydropyran fragment with the rest of the molecule was achieved by either a cross metathesis reaction or a Julia-Kocienski olefination. ...[more]

PMID: 21834570

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