Synthesis of C 1-symmetric chiral secondary diamines and their applications in the asymmetric copper (II)-catalyzed Henry (nitroaldol) reactions

Y Zhou, J Dong, F Zhang, Y Gong

文献索引：Zhou, Yirong; Dong, Junfang; Zhang, Fanglin; Gong, Yuefa Journal of Organic Chemistry, 2011 , vol. 76, # 2 p. 588 - 600

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被引用次数: 86

摘要

A small library of C 1-symmetric chiral diamines (L1− L9) was constructed via condensing exo-(−)-bornylamine or (+)-(1 S, 2 S, 5 R)-menthylamine with various Cbz-protected amino acids. Among them, ligand L1/CuCl2· 2H2O complex (2.5 mol%) shows outstanding catalytic efficiency for Henry reaction between a variety of aldehydes and nitroalkanes to afford the expected products in high yields (up to 98%) with excellent enantioselectivities (up to 99% ...