一种多功能的对映选择性合成氮杂双环体系的方法：（+）-大根香叶烯 D 和非天然类似物的简洁全合成。
A versatile enantioselective synthesis of azabicyclic ring systems: a concise total synthesis of (+)-grandisine D and unnatural analogues.
机构信息
Department of Chemistry, Vanderbilt University, Nashville, TN 37232-6600, USA.
出版信息
Chemistry. 2012 May 7;18(19):5826-31. doi: 10.1002/chem.201200629. Epub 2012 Mar 30.
Abstract
Closing in on azacines: We have developed a new six step approach for the rapid and enantioselective synthesis of indolizidine, pyrrolo[1,2-a]azepine, and pyrrolo[1,2-a]azocine azabicyclic systems and their respective lactam congeners, which are found in a host of natural products as well as pharmaceutical preparations. This protocol enables a concise enantioselective total synthesis of (+)-grandisine D in 16.4 % overall yield from commercial materials (see scheme).
摘要
接近氮杂环辛烷
我们开发了一种新的六步方法，用于快速和对映选择性合成吲哚嗪、吡咯并[1,2-a]氮杂卓和吡咯并[1,2-a]氮杂环辛烷氮杂双环系统及其各自的内酰胺同系物，这些化合物存在于许多天然产物和药物制剂中。该方案能够从商业原料中以 16.4%的总收率简洁地对映选择性全合成 (+)-grandisine D（见方案）。
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