Issue 17, 1993

Utilisation of L-quebrachitol in natural product synthesis. Total synthesis and absolute configuration of (–)-oudemansin X

Abstract

The stereoselective conversion of the naturally occurring optically active cyclitol, L-quebrachitol 2, into antifungal β-methoxyacrylate, oudemansin X 1 is described. This first total synthesis of 1 fully confirmed the proposed absolute configuration of the antibiotic and showed the importance of 2 as a versatile chiral starting material in natural product syntheses.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1993, 1957-1962

Utilisation of L-quebrachitol in natural product synthesis. Total synthesis and absolute configuration of (–)-oudemansin X

N. Chida, K. Yamada and S. Ogawa, J. Chem. Soc., Perkin Trans. 1, 1993, 1957 DOI: 10.1039/P19930001957

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