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De novo formal synthesis of (-)-virginiamycin M2 via the asymmetric hydration of dienoates.

ABSTRACT: A de novo approach to the formal total synthesis of the macrolide natural product (-)-virginiamycin M2 has been achieved via a convergent approach. The absolute and relative stereochemistry of the nonpeptide portion of (-)-virginiamycin M2 was introduced by two Sharpless asymmetric dihydroxylation reactions.

SUBMITTER: Mortensen MS

PROVIDER: S-EPMC2527507 | biostudies-literature | 2007 Aug

REPOSITORIES: biostudies-literature

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De novo formal synthesis of (-)-virginiamycin M2 via the asymmetric hydration of dienoates.

Mortensen Matthew S MS Osbourn Joshua M JM O'Doherty George A GA

Organic letters 20070703 16

A de novo approach to the formal total synthesis of the macrolide natural product (-)-virginiamycin M2 has been achieved via a convergent approach. The absolute and relative stereochemistry of the nonpeptide portion of (-)-virginiamycin M2 was introduced by two Sharpless asymmetric dihydroxylation reactions. ...[more]

PMID: 17608433

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