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基于香豆素核心的 N-Ts-1-氮杂-1,3-丁二烯的氨催化不对称逆电子需求氮杂狄尔斯-阿尔德反应。

Aminocatalytic asymmetric inverse-electron-demand aza-Diels-Alder reaction of N-Ts-1-aza-1,3-butadienes based on coumarin cores.

机构信息

Key Laboratory of Drug-Targeting and Drug Delivery System of Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.

出版信息

Chem Commun (Camb). 2010 Apr 21;46(15):2665-7. doi: 10.1039/b925424b. Epub 2010 Feb 11.

Abstract

The asymmetric inverse-electron-demand aza-Diels-Alder reaction of N-Ts-1-aza-1,3-butadienes derived from 3-argiocarbonylcoumarins and acetaldehyde has been developed using chiral secondary aminocatalysis, giving tricyclic chroman-2-one derivatives in high enantioselectivities (up to 95% ee).

摘要

手性仲胺催化的 3-羰基亚肉桂酰基香豆素衍生的 N-Ts-1-氮杂-1,3-丁二烯与乙醛的不对称逆电子需求氮杂-Diels-Alder 反应,以高对映选择性(高达 95%ee)得到三环色满-2-酮衍生物。

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