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Total Synthesis of (+)-Phomactin A Using a B-Alkyl Suzuki Macrocyclization

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Peter J. Mohr and Randall L. Halcomb*

Department of Chemistry and Biochemistry, University of Colorado, Boulder, Colorado 80309-0215

J. Am. Chem. Soc., 2003, 125 (7), pp 1712–1713

DOI: 10.1021/ja0296531

Publication Date (Web): January 22, 2003

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, halcomb@colorado.edu

Abstract

A total synthesis of (+)-phomactin A is described using a B-alkyl Suzuki macrocyclization to incorporate the isolated trisubstituted olefin. This macrocyclization was accomplished with the sensitive hydrated furan ring in place. (R)-(+)-pulegone was used to establish the highly substituted cyclohexene core of the molecule.

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Published In Issue February 19, 2003
Received December 9, 2002

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Communication

Total Synthesis of (+)-Phomactin A Using a B-Alkyl Suzuki Macrocyclization

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

Total Synthesis of Phomactin A

Enantiospecific Total Syntheses of Kapakahines B and F

A Short and Efficient Synthesis of (−)-7-Methylomuralide, a Potent Proteasome Inhibitor

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