作者:A.J.H. Klunder、B. Zwanenburg
DOI:10.1016/s0040-4020(01)93644-0
日期:1972.8
The synthesis of three bridgehead alcohols, viz. 1-bromo-4-hydroxypentacyclo[4.3.0.02,5.03,8.04,7]nonan-9-one ethylene ketal (8), 1-bromo-4-hydroxypentacyclo[4.3.0.02,5.03,8.04,7]nonane (18) and 1-bromo-4-hydroxypentacyclo[4.2.0.02,5.03,8.04,7]octane (24) is described. Two routes were considered: solvolysis of the corresponding acetates and deamination of the bridgehead amines. The deamination of homocubane
三种桥头醇的合成,即。1-溴-4-羟基五环[4.3.0.0 2,5 .0 3,8 .0 4,7 ]壬南-9-乙烯缩酮(8),1-溴-4-羟基五环[4.3.0.0 2,5描述了0.0 3,8 .0 4,7 ]壬烷(18)和1-溴-4-羟基五环[4.2.0.0 2,5 .0 3,8 .0 4,7 ]辛烷(24)。考虑了两种途径:相应乙酸盐的溶剂分解和桥头胺的脱氨基。均四氢呋喃4胺11和15以及古巴胺的脱氨反应。已经在各种条件下研究了23。描述了一种改进的将同型古巴人衍生物笼合成为取代型古巴人的方法。尽管环菌菌株有所增加,古巴醇24似乎比同醇8和18更稳定。