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School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan 430074, People's Republic of China
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Org. Biomol. Chem., 2012,10, 7618-7627
14 May 2012,
20 Jul 2012
First published online
24 Jul 2012
A series of stable C1-symmetric chiral diamines (2a–2l) were conveniently synthesized by condensing exo-(−)-bornylamine or (+)-(1S,2S,5R)-menthylamine with various commercially available Cbz-protected amino acids. Among them, 2a can efficiently promote the Michael addition of nitroalkanes to a broad scope of enones with high yields (up to 96%) and excellent enantioselectivities (up to 98%) under mild conditions.