Utilisation ofL-quebrachitol in natural product synthesis. Total synthesis and absolute configuration of (–)-oudemansin X
- 1 January 1993
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 17,p. 1957-1962
- https://doi.org/10.1039/p19930001957
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.Keywords
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