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C1-symmetric diamines 1

asymmetric reaction 1

enantioselective Henry reaction 1

nitroalkanol 1

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Synthesis of

Lili ZHANG, Ming LIU, Shijun MA, Yaodong HUANG, Yongmei WANG

Frontiers of Chemical Science and Engineering 2013, Volume 7, Issue 4,   Pages 408-414 doi: 10.1007/s11705-013-1343-4

Abstract: 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.

Keywords： enantioselective Henry reaction     C1-symmetric diamines     asymmetric reaction     nitroalkanol    

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Synthesis of

Lili ZHANG, Ming LIU, Shijun MA, Yaodong HUANG, Yongmei WANG

Journal Article