喹啉和吲哚嗪的收敛性立体选择性合成：2-羟甲基取代烯丙基硅烷与亚胺的化学选择性偶联。
A convergent stereoselective synthesis of quinolizidines and indolizidines: chemoselective coupling of 2-hydroxymethyl-substituted allylic silanes with imines.
机构信息
Department of Chemistry, The Scripps Research Institute, Scripps Florida, Jupiter, Florida 33458, USA.
出版信息
J Am Chem Soc. 2009 Dec 9;131(48):17548-9. doi: 10.1021/ja908504z.
Abstract
A convergent synthesis of stereodefined indolizidines and quinolizidines through chemoselective allyl transfer between 2-hydroxymethyl-substituted allylic silanes and imines is described. Overall, highly substituted heterocycles that contain three stereogenic centers and up to four fused rings can be accessed in two steps from relatively simple coupling partners.
摘要
本文描述了通过 2-羟甲基取代的烯丙基硅烷和亚胺之间的选择性烯丙基转移，实现了立体定义的吲哚里西啶和喹诺里西啶的收敛性合成。总的来说，从相对简单的偶联试剂出发，通过两步反应可以得到高度取代的杂环，其中包含三个手性中心和最多四个稠合环。
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