The Journal of Organic Chemistry

Synthesis of (.+-.)-lasubine I and II, and (.+-.)-subcosine I

H Iida, M Tanaka, C Kibayashi

文献索引：Iida, Hideo; Tanaka, Masao; Kibayashi, Chihiro Journal of Organic Chemistry, 1984 , vol. 49, # 11 p. 1909 - 1912

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被引用次数: 32

摘要

The first total synthesis of lasubine I and I1 and subcosine I has been achieved. A crucial step of this synthesis involves thermal [3+ 21 dipolar cycloaddition of 1-(3, 4- dimethoxyphenyl) butadiene with 2, 3, 4, 5-tetrahydropyridine 1-oxide, affording the E and 2 isomers of 2-(3, 4-dimethoxystyryl)-2, 3, 3a, 4, 5, 6-hexahydrop~ rolo [1, 2-b] isoxazole favoring the exo adduct in each case. On treatment with hydrogen chloride followed by ...