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Communication | Special issue | Vol 37, No. 1, 1994, pp.181-185
Published online, 1st January, 1970
DOI: 10.3987/COM-93-S22
A Facile Synthesis of 4-Aryl-5-hydroxy-(2E)-pentenoate Derivatives and Its Applications to the First Synthesis of (±)-Curucudiol, (±)-Curcuhydroquinone and (±)-Curcuquinone

Machiko Ono,* Yasuo Yamamoto, Reiko Todoriki, and Hiroyuki Akita*

*Faculty of Pharmaceutical Sciences, Toho University, 2-2-1, Miyama, Funabashi, Chiba 274-8510, Japan

Abstract

The tirst syntheses of three kinds of bisabolane sesquiterpenes, (±)-curcudiol (29), (±)-curcuhydroquinone (40) and (±)-curcuquinone (41) were achieved based on the BF3·Et2O catalyzed reaction of (±) methyl 4,5-epoxy-(2E)-pentenoate (1) and polymethoxytoluene.