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烯丙基磺酸的不对称合成:铱催化亚硫酸钠的对映选择性和区域选择性烯丙基化反应

Asymmetric synthesis of allylic sulfonic acids: enantio- and regioselective iridium-catalyzed allylations of Na2SO3.

作者信息

Liu Wei, Zhao Xiao-ming, Zhang Hong-bo, Zhang Liang, Zhao Ming-zhu

机构信息

Department of Chemistry, State Key Laboratory of Pollution Control and Resource Reuse, Tongji University, 1239 Siping Road, 200092 Shanghai (P.R. China).

出版信息

Chemistry. 2014 Dec 15;20(51):16873-6. doi: 10.1002/chem.201405058. Epub 2014 Nov 3.

DOI:10.1002/chem.201405058
PMID:25367779
Abstract

An enantioselective allylation reaction of allylic carbonates with sodium sulfite (Na2 SO3 ) catalyzed by Ir complex was accomplished, providing allylic sulfonic acids in good to excellent yields with a high level of enantio- and regioselectivities. (R)-2-Phenyl-2-sulfoacetic acid, a key intermediate for the synthesis of Cefsulodin and Sulbenicillin, was synthesized as well.

摘要

实现了铱配合物催化的碳酸烯丙酯与亚硫酸钠(Na2SO3)的对映选择性烯丙基化反应,以良好至优异的产率提供了具有高对映选择性和区域选择性的烯丙基磺酸。还合成了(R)-2-苯基-2-磺基乙酸,它是合成头孢磺啶和磺苄西林的关键中间体。

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