Abstract

2-Aminocyclododecan-1-ol and 6(3)-aminodecahydro-1,4-ethanonaphthalen-5(2)-ols (mixture of isomers) were synthesized in two steps via oxidative hydroxybromination of cyclododecene and 1,2,3,4,4a,5,6,8a(1,4,4a,5,6,7,8,8a)-octahydro-1,4-ethanonaphthalines with the system hydrogen peroxide–HBr. In the first step, oxidation of hydrogen bromide with hydrogen peroxide generated intermediate dioxidanium bromide which added to the C=C double bond of the unsaturated substrate to give the corresponding α-bromo alcohols. In the second step, substitution of the bromine atom by amino group in the presence of an alkali afforded α-amino alcohols.

中文翻译：

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环十二烷和十氢-1,4-乙萘系列氨基醇的合成

摘要

通过环十二碳烯和1,2,3,4的氧化羟基溴化反应，分两步合成了2-Aminocyclododecan-1-ol和6（3）-aminodecahydro-1,4-ethanonaphthalen-5（2）-ols（异构体的混合物）。 ，4a，5,6,8a（1,4,4a，5,6,7,8,8a）-八氢-1,4-乙萘酞菁与过氧化氢-HBr的体系。在第一步中，用过氧化氢氧化溴化氢生成中间体溴化二氧化an，将其加到不饱和底物的C = C双键上得到相应的α-溴代醇。在第二步骤中，在碱的存在下用氨基取代溴原子，得到α-氨基醇。