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Citation: WANG Xiaojuan, LI Gaowei, WANG Mincan, GUO Rui, LIU Lantao, ZHAO Wenxian. Application of Aziridino Alcohols as Chiral Ligands in Zinc-catalyzed Enantioselective Henry Reaction[J]. Chinese Journal of Applied Chemistry, ;2014, 31(1): 33-40. doi: 10.3724/SP.J.1095.2014.30080 shu

Application of Aziridino Alcohols as Chiral Ligands in Zinc-catalyzed Enantioselective Henry Reaction

WANG Xiaojuan ^a ,
LI Gaowei ^a ,
WANG Mincan ^b,, ,
GUO Rui ^b ,
LIU Lantao ^a ,
ZHAO Wenxian ^a,,

1.
a School of Chemistry and Chemical Engineering and Key Laboratory of New Organic Materials Synthesis, Shangqiu Normal University, Shangqiu 476000, China;
2.
b Department of Chemistry, Zhengzhou University, Zhengzhou 450052, China

Corresponding author: WANG Mincan, ZHAO Wenxian,
Received Date: 31 January 2013
Available Online: 14 March 2013
Fund Project: 国家自然科学基金资助项目(20972091,20972140) (20972091,20972140)

Abstract A pair of diastereoisomeric aziridino alcohols which could be readily prepared from the reaction between(S)-α-methylbenzyl amine and methyl acrylate has been used as chiral ligands in zinc-catalyzed enantioselective Henry reaction between nitromethane and arylaldehydes.A moderate enantioselectivity of β-nitroalcohol,up to 64% ee value,could be achieved in this catalytic reaction.The possible transition states of the reaction were proposed.
- Henry reaction,
- zinc catalyst,
- aziridino alcohol ligand
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