Chemistry Letters p. 1143 - 1146 (1982)
Update date:2022-09-26
Topics:
Magari, Hideaki
Hirota, Hiroshi
Takahashi, Takeyoshi
Matsuo, Akihiko
Uto, Seiryu
et al.
(+/-)-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.
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Doi:10.1134/S1070328414090024
(2014)Doi:10.1007/BF00849431
()Doi:10.1016/S0040-4039(00)87749-7
(1982)Doi:10.1016/S0040-4039(00)87717-5
(1982)Doi:10.1246/bcsj.55.3248
(1982)Doi:10.1016/j.poly.2004.10.011
(2005)
