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(+)-Trienomycins A, B, C, and F and (+)-Mycotrienins I and II: Relative and Absolute Stereochemistry

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Amos B. Smith, III,*^† John L. Wood,^† Weichyun Wong,^† Alexandra E. Gould,^† Carmelo J. Rizzo,^† Joseph Barbosa,^† Kanki Komiyama,^‡ and Satoshi Ōmura*^‡

Contribution from the Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, and The Kitasato Institute and School of Pharmaceutical Sciences, Kitasato University, Minato-ku, Tokyo 108, Japan

J. Am. Chem. Soc., 1996, 118 (35), pp 8308–8315

DOI: 10.1021/ja961400i

Publication Date (Web): September 4, 1996

Abstract

The complete relative and absolute stereochemistries have been elucidated for the ansamycin antibiotics (+)-trienomycins A, B, and C and their potent antifungal congeners, the (+)-mycotrienins I and II. A new species, (+)-trienomycin F, has also been isolated and characterized. In addition, an end-game synthetic strategy for the trienomycins and mycotrienins has been developed.

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Published In Issue September 04, 1996
Received April 29, 1996

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Article

(+)-Trienomycins A, B, C, and F and (+)-Mycotrienins I and II: Relative and Absolute Stereochemistry

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

Total Syntheses of (+)-Trienomycins A and F via a Unified Strategy

Intramolecular Schmidt Reaction Involving Primary Azidoalcohols under Nonacidic Conditions: Synthesis of Indolizidine (−)-167B

Total Synthesis of (−)-Nakadomarin A

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