Benzothiazines in synthesis. A total synthesis of pseudopteroxazole
Benzothiazines in synthesis. A total synthesis of pseudopteroxazole
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DOI：
10.1021/ol0515412
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发表时间：
2005-08-04
期刊：
影响因子：
5.2
通讯作者：
Hong, XC
中科院分区：
文献类型：
--
作者：
Harmata, M;Hong, XC
描述了天然抗结核药物伪喋恶唑的对映选择性全合成。该合成是围绕使用立体选择性的，分子内加成的亚砜亚胺碳负离子的α，β-不饱和酯，形成对映体纯的苯并噻嗪。其他重要的过程包括完全立体选择性的分子内Friedel-Crafts烷基化和立体选择性和区域选择性氢化。
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 enantionterically pure benzothiazine. Other important processes include a completely stereoselective intramolecular Friedel-Crafts alkylation and a stereoselective and regioselective hydrogenation.