Diastereoselective synthesis of the lactone portion of compactin and mevinolin
- 1 January 1990
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 17,p. 1178-1179
- https://doi.org/10.1039/c39900001178
Abstract
The highly diastereoselective [4 + 2] cycloaddition of 1-methoxybuta-1,3-diene (3) to (2R)-N-glyoxyloylbornane-10,2-sultam (2) afforded the adduct (4) which was effectively transformed into (4R,6S)-4-hydroxy-6-hydroxymethyltetrahydro-2-pyrone (1), a key synthon for the lactone moiety of compactin and mevinolin.Keywords
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