Bulletin of the Chemical Society of Japan

Fixation of natural furanoeremophilane by Diels-Alder reaction

K Iida, M Mitani, C Kuroda

Index: Iida, Kazunori; Mitani, Makoto; Kuroda, Chiaki Bulletin of the Chemical Society of Japan, 2007 , vol. 80, # 5 p. 966 - 971

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Citation Number: 4

Abstract

Diels–Alder reaction of furanoeremophilan-6β-ol (petasalbin) and its synthetic analogue, 4- hydroxy-4, 5, 6, 7-tetrahydrobenzofuran, was studied using N-ethyl-and N- phenylmaleimides as the dienophiles, affording corresponding adducts as mixtures of stereoisomers. The adduct of petasalbin and maleimide was also obtained when the latter compound was added to a crude extracted solution of Petasites japonicus var. giganteus. ...