当前位置: X-MOL 学术ChemRxiv › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Enantioselective Coupling of Nitroesters and Alkynes
ChemRxiv Pub Date : 2020-10-19
Ryan Davison, Patrick Parker, Xintong Hou, Crystal Chung, Sara Augustine, Vy M. Dong

By using Rh-H catalysis, we couple α-nitroesters and alkynes to prepare α-amino acid surrogates. This atom-economical strategy generates two contiguous stereocenters, with high enantio- and diastereocontrol. In this transformation, the alkyne undergoes isomerization to generate a Rh(III)-π-allyl electrophile, which is trapped by an α-nitroester nucleophile. A subsequent reduction with In powder transforms the allylic α-nitroesters to the corresponding α,α- disubstituted α-amino esters.

中文翻译:

硝基酯和炔烃的对映选择性偶联

通过使用Rh-H催化,我们将α-硝基酸酯和炔烃偶联以制备α-氨基酸替代物。这种原子经济策略产生两个连续的立体中心,具有高对映和非对映控制。在这种转化中,炔烃进行异构化生成Rh(III)-π-烯丙基亲电试剂,该亲电子试剂被α-硝基酯亲核试剂捕获。随后用In粉末还原将烯丙基α-硝基酯转化为相应的α,α-二取代的α-氨基酯。
更新日期:2020-10-19
down
wechat
bug