Chiral phosphine Lewis base catalyzed asymmetric aza-Baylis-Hillman reaction of N-sulfonated imines with methyl vinyl ketone and phenyl acrylate

被引：167

作者：

Shi, M ^{[1
]}

Chen, LH ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2003年 / 11期

关键词：

D O I：

10.1039/b301863f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In the aza-Baylis-Hillman reaction of N-sulfonated imines with methyl vinyl ketone (MVK) promoted by chiral phosphine Lewis base: (R)-2'-diphenylphosphanyl-[1,1'] binaphthalenyl-2-ol (10 mol%), the aza-Baylis-Hillman adducts 1 were obtained in good yields with high ee (70-94% ee) at -30 degreesC in THF. In CH2Cl2 upon heating at 40 degreesC, the aza-Baylis-Hillman reaction of N-sulfonated imines with phenyl acrylate gave the adducts 2 in high yields (60-97%) with moderate ee (52-77%).

引用

页码：1310 / 1311

页数：2

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