Bulletin of the Chemical Society of Japan

Lewis acid catalyzed reaction of o-(1-(alkylthio) alkyl) phenols: The generation and reaction of o-quinonemethides and applications to cannabinoid synthesis.

T Inoue, S Inoue, K Sato

文献索引：Inoue; Sato Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 6 p. 1647 - 1652

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被引用次数: 27

摘要

1650 of olivetol monoacetate (llb) with 12 was done by the [2,3]sigmatropic rearrangement to give 3-acetoxy- phenol (13C) and 5-acet0xyphenol (13d) in 25 and 23% yields, respectively. 10d was obtained by the similar method to those of 10a and 10b in 51% yield from 13d. The cleavage of acetoxyl group of 13C with sodium borohydride in ethanol at 50 CC gave a better result rather than with LAH. The treatment of hydroxy- phenol (14C) with BF3 - OEtz in ...