- SYNTHESIS OF (+/-)-VITRENAL
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(+/-)-Vitrenal (1), a sesquiterpene aldehyde with a novel vitrane skeleton, was synthesized from a monoterpene piperitenone (2) by 12-step reactions in ca. 7percent overall yield. 2-Formylisocarane, derived from 2 via (+/-)-isocaran-2-one was allylated stereospecifically and, after protection of the formyl group, the allyl chain was modified to a 4-methoxy-3-butenyl group.Acid treatment of the masked dialdehydic intermediate yielded 1 by concomitant deprotection and aldol condensation.
- Magari, Hideaki,Hirota, Hiroshi,Takahashi, Takeyoshi,Matsuo, Akihiko,Uto, Seiryu,et al.
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p. 1143 - 1146
(2007/10/02)
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