Synthesis of drim-8(9)-en-7-one, drima-5,8(9)-dien-7-one, and their 11,12-dibromo derivatives from norambreinolide

被引:13
作者
Koltsa, MN [1 ]
Mironov, GN [1 ]
Malinovskii, ST [1 ]
Vlad, PF [1 ]
机构
[1] MOLDAVIAN ACAD SCI,INST CHEM,KISHINEV 277028,MOLDOVA
关键词
norambreinolide; sesquiterpenoids of drimane series; electrochemical oxidation; bromination; X-ray analysis;
D O I
10.1007/BF01433763
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A method was elaborated for the synthesis of polyfunctional compounds of the drimane series, viz., drim-8(9)-en-7-one, drima-5,8(9)-dien-7-one, and their 11,12-dibromo derivatives, potential intermediates for the synthesis of natural biologically active drimane sesquiterpenoids starting from norambreinolide. The key intermediate of the above drimane compounds is methyl 7-oxo-11-homodrim-8(9)-en-12-oate, prepared by electrochemical oxidation of a mixture of isomeric methyl bicyclohomofamesenoates obtained from norambreinolide.
引用
收藏
页码:208 / 214
页数:7
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