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Frontiers of Chemical Science and Engineering >> 2013, Volume 7, Issue 4 doi: 10.1007/s11705-013-1343-4

Synthesis of

1. Key Laboratory of Systems Bioengineering, Ministry of Education, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China; 2. State Key Laboratory of Elemento-Organic Chemistry, Department of Chemistry, Nankai University, Tianjin 300071, China

Available online:2013-12-05

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Two new -symmetric primary-secondary diamines were synthesized via the reaction of ( , )-1,2-diphenyl ethylene diamine with 3,5-ditert-butyl salicylaldehyde and salicylaldehyde, respectively, followed by reduction with NaBH . The combination of the ligand from 3,5-ditert-butyl salicylaldehyde with CuBr could effciently catalyze the Henry reaction to afford -nitroalkanols in moderate to good yields (up to 87%) and high enantioselectivities (up to 88% ). A possible mechanism of the reaction was proposed.

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