由脯氨酸衍生的刚性季碳1,4-苯并二氮杂卓-2,5-二酮的高对映选择性合成。
Highly enantioselective synthesis of rigid, quaternary 1,4-benzodiazepine-2,5-diones derived from proline.
作者信息
MacQuarrie-Hunter Stephanie, Carlier Paul R
机构信息
Department of Chemistry, Virginia Tech, Blacksburg, Virginia 24061, USA.
出版信息
Org Lett. 2005 Nov 10;7(23):5305-8. doi: 10.1021/ol052182d.
PMID:16268564
Abstract
[reaction: see text] Proline-derived 1,4-benzodiazepine-2,5-diones are extremely useful scaffolds in medicinal chemistry. In this paper, we describe a protocol for retentive C3 alkylation of these materials, thus accomplishing the direct synthesis of enantiopure quaternary 1,4-benzodiazepine-2,5-diones. The high enantioselectivities (up to 99.5%) are attributed to memory of chirality.
摘要
[反应：见正文] 脯氨酸衍生的1,4-苯并二氮杂䓬-2,5-二酮是药物化学中极为有用的骨架。在本文中，我们描述了一种对这些物质进行C3位保留烷基化的方法，从而实现了对映体纯的季铵化1,4-苯并二氮杂䓬-2,5-二酮的直接合成。高对映选择性（高达99.5%）归因于手性记忆。
Zotero 插件