77283-84-2Relevant academic research and scientific papers
SYNTHESIS OF (+/-)-VITRENAL
Magari, Hideaki,Hirota, Hiroshi,Takahashi, Takeyoshi,Matsuo, Akihiko,Uto, Seiryu,et al.
, p. 1143 - 1146 (2007/10/02)
(+/-)-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.
