孕甾烷侧链的氰基硅烷化反应。20(R)-硅烷化氰醇的选择性合成及晶体结构
Cyanosilylation at pregnane side-chains. Selective synthesis and crystal structure of 20(R)-silylated cyanohydrins.
作者信息
Cruz Silva M Manuel, Andrade Lourdes C R, Paixão José A, de Almeida M José, e Melo M Luisa Sá
机构信息
Centro de Estudos Farmacêuticos, Lab. Química Farmacêutica, Faculdade de Farmácia, Universidade de Coimbra, Coimbra 3000, Portugal.
出版信息
Steroids. 2005 Mar;70(3):145-51. doi: 10.1016/j.steroids.2004.10.011.
Trimethylsilylcyanide addition to different carbonyl moieties, i.e. saturated ketones, an enone and an aldehyde, at the steroid side-chain, was studied in the presence of a convenient catalyst. Depending on the nature of the carbonyl group, different outcomes were noticed. Saturated 20-keto pregnanes yielded epimerically pure silylated cyanohydrins, being the absolute configuration unambiguously established by X-ray crystallographic analysis.
在一种简便催化剂存在的情况下，研究了三甲基硅基氰化物添加到甾体侧链上不同的羰基部分，即饱和酮、烯酮和醛上的反应。根据羰基的性质，观察到了不同的结果。饱和的20-酮孕甾烷生成了差向异构体纯的硅烷基化氰醇，其绝对构型通过X射线晶体学分析明确确定。
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