Asymmetric synthesis of clerodane diterpenoids: total synthesis of (–)-methyl kolavenate
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 5,p. 358-359
- https://doi.org/10.1039/c39870000358
Abstract
The asymmetric synthesis of (8R,9S,10R)-4,8,9-trimethyl-9-vinyl-Δ4-3-octalone, a versatile intermediate for the syntheses of both trans- and cis-neo-clerodane diterpenoids, has been achieved by extension of Ender's asymmetric alkylation, and its utility is exemplified by the total synthesis of (–)-methyl kolavenate, the first example of a clerodane diterpenoid in optically active form.Keywords
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