仿生法合成 C-去 D-同型甾体
A biomimetic approach to C-nor-D-homo-steroids.
机构信息
Institut für Organische Chemie, Fakultät für Chemie und Mineralogie, Universität Leipzig, Johannisallee 29, D-04103 Leipzig, Germany.
出版信息
J Am Chem Soc. 2010 Jul 28;132(29):9968-9. doi: 10.1021/ja103152k.
PMID:20597501
Abstract
A biomimetic three-step transformation of classical "6-6-6-5"-steroids into their C-nor-D-homo-counterparts gives an easy and fast access to this highly important substructure of natural products, as it is found in cyclopamine, and nakiterpiosin. A novel reagent combination allows for the rearrangement even of 17-keto steroids with high endoselectivity. In several examples the broadness of this strategy is outlined.
摘要
仿生三步转化经典“6-6-6-5”-甾体为它们的 C-去氮-D-同系物，为天然产物中环巴胺和纳克替比辛中发现的这一非常重要的亚结构提供了简便快速的方法。一种新型试剂组合甚至可以高endo 选择性地使 17-酮甾体重排。在几个实例中概述了该策略的广泛适用性。
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