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Dipeptide-Based Phosphonium Salt Catalysis: Application to Enantioselective Synthesis of Fused Tri- and Tetrasubstituted Aziridines
Synlett ( IF 1.7 ) Pub Date : 2019-08-27 , DOI: 10.1055/s-0039-1690192
Jia-Hong Wu , Jianke Pan , Tianli Wang

Over the past decades, phase-transfer catalysis (PTC), generally based on numerous chiral quaternary ammonium salts, has been recognized as a powerful and versatile tool for organic synthesis in both industry and academia. In sharp contrast, PTC involving chiral phosphonium salts as the catalysts is insufficiently developed. Recently, our group realized the first enantioselective aza-Darzens reaction for preparing tri- and tetrasubstituted aziridine derivatives under bifunctional phosphonium salt catalysis. This article briefly discusses the recent development in asymmetric reactions (mainly including nucleophilic additions and cyclizations) promoted by chiral quaternary phosphonium salt catalysts. We expect that more catalytic asymmetric reactions will be developed on the basis of such new phase-transfer catalytic systems in the near future.

中文翻译:

二肽基鏻盐催化:对映选择性合成稠合三和四取代氮丙啶的应用

在过去的几十年中,通常基于多种手性季铵盐的相转移催化 (PTC) 已被工业界和学术界公认为用于有机合成的强大而通用的工具。与此形成鲜明对比的是,涉及手性鏻盐作为催化剂的 PTC 开发不足。最近,我们课题组首次实现了在双功能鏻盐催化下制备三取代和四取代氮丙啶衍生物的对映选择性氮杂-Darzens反应。本文简要讨论了手性季鏻盐催化剂促进的不对称反应(主要包括亲核加成和环化反应)的最新进展。我们预计在不久的将来,将在这种新型相转移催化体系的基础上开发出更多的催化不对称反应。
更新日期:2019-08-27
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