Catalytic Enantioselective Ring-Opening Reaction of meso-Aziridines with -Isothiocyanato Imides

Catalytic Enantioselective Ring-Opening Reaction of meso-Aziridines with -Isothiocyanato Imides
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内消旋氮丙啶与异硫氰酸酰亚胺的催化对映选择性开环反应

DOI:
10.1002/chem.201300297
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发表时间:
2013-07-15
影响因子:
4.3
通讯作者:
Wang, Rui
Wang, Rui
中科院分区:
化学2区
文献类型:
--
作者:
Cao, Yi-Ming;Zhang, Fu-Ting;Wang, Rui

文献摘要

被引文献

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打开你的化学反应!通过使用基于辛可宁的三聚季铵盐作为催化剂,通过α-异硫氰酸酰亚胺的硫原子的亲核加成,内消旋氮丙啶可以以对映选择性的方式开环(参见方案;PG=保护基团)。这种合成方法提供了一种获得有用的手性β-氨基硫代恶唑化合物的有效方法。
Open up your chemistry! By using cinchonine‐based trimeric quaternary ammonium salts as catalysts, meso‐aziridines can be ring‐opened, in an enantioselective manner, through nucleophilic addition of the sulfur atom of α‐isothiocyanato imides (see scheme; PG= protecting group). This synthetic method provides an efficient way to access useful chiral β‐aminothiooxazole compounds.