Harmata Michael, Hong Xuechuan
Department of Chemistry, University of Missouri-Columbia, Columbia, MO 65211, USA.
Org Lett. 2005 Aug 4;7(16):3581-3. doi: 10.1021/ol0515412.
An enantioselective total synthesis of the naturally occurring antitubercular agent pseudopteroxazole is described. The synthesis is organized around the use of a stereoselective, intramolecular addition of a sulfoximine carbanion to an alpha,beta-unsaturated ester to form an enantiomerically pure benzothiazine. Other important processes include a completely stereoselective intramolecular Friedel-Crafts alkylation and a stereoselective and regioselective hydrogenation. [structure: see text]
描述了天然存在的抗结核药物假蕨唑的对映选择性全合成。该合成围绕使用亚磺酰亚胺碳负离子对α,β-不饱和酯进行立体选择性分子内加成以形成对映体纯的苯并噻嗪展开。其他重要过程包括完全立体选择性的分子内傅克烷基化以及立体选择性和区域选择性氢化。[结构：见原文]
