Total synthesis of albolic acid and ceroplastol II, 5–8–5-membered tricyclic insect sesterterpenoids, via a lactol-regulated silyloxy–Cope rearrangement
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 5,p. 354-356
- https://doi.org/10.1039/c39880000354
Abstract
Optically active albolic acid and ceroplastol II, 5–8–5-membered tricyclic sesterterpenoids, were stereoselectively synthesised from two C10 synthons (iridoids)via CrCl2-condensation, lactol-regulated silyloxy–Cope rearrangement with a normally disfavoured boat transition geometry, TiCl2-ring closure, and C5-homologation.Keywords
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