Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Diterpenoids. XLI. Rearrangement of Deisopropyl Phenacylidene Type Diterpene by Means of Aluminum Chloride
秋田 弘幸田原 昭
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1976 年 24 巻 5 号 p. 995-1001

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The reaction of the deisopropyl phenacylidene ester (6) gave the rearranged deisopropyl phenacylidene ester (7), as a major product, in company with the γ-lactone (8) in the same manner as the phenacylidene ester (2). On the other hand, the reaction of the deisopropyl-10α-phenacylidene ester (9), which has steric hindrance due to 1, 3-diaxial relations between 4-methoxycarbonyl group and 10-methyl group, afforded a large portion of the starting material (9) in company with a small amount of the rearranged deisopropyl phenacylidene ester (10). Next, the reaction of the enol acetate (32) gave only the enol compound (33) in the accompany of deacetylation.

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