Cooperative Catalyst-Enabled Regio- and Stereodivergent Synthesis of α-Quaternary α-Amino Acids via Asymmetric Allylic Alkylation of Aldimine Esters with Racemic Allylic Alcohols,Angewandte Chemie International Edition

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Cooperative Catalyst-Enabled Regio- and Stereodivergent Synthesis of α-Quaternary α-Amino Acids via Asymmetric Allylic Alkylation of Aldimine Esters with Racemic Allylic Alcohols
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2022-09-26 , DOI: 10.1002/anie.202212948
Lu Xiao _{1,

2} , Xin Chang ₁ , Hui Xu ₃ , Qi Xiong ₁ , Yanfeng Dang ₃ , Chun-Jiang Wang _{1,

2}

Affiliation

The regio- and stereodivergent asymmetric α-allylation of aldimine esters with racemic allylic alcohols was enabled by cooperative catalysis. The Et₃B additive plays a significant role in ionizing allylic alcohols to form electrophilic metal-π-allyl species and simultaneously promotes the formation of nucleophilic Cu-ylides. Computational mechanistic studies revealed the role of the Et₃B additive and the origins of stereo- and regioselectivities.

中文翻译：

通过醛亚胺酯与外消旋烯丙醇的不对称烯丙基烷基化，协同催化剂促进 α-季 α-氨基酸的区域和立体发散合成

醛亚胺酯与外消旋烯丙醇的区域和立体发散不对称 α-烯丙基化反应是通过协同催化实现的。Et ₃ B 添加剂在电离烯丙醇以形成亲电子金属-π-烯丙基物质方面发挥重要作用，同时促进亲核铜叶立德的形成。_{计算机理研究揭示了 Et 3} B 添加剂的作用以及立体选择性和区域选择性的起源。

更新日期：2022-09-26

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