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Synthesis 2012(5): 694-698  
DOI: 10.1055/s-0031-1289690
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Nucleophilic Carbene-Mediated Hydrophosphonylation of Aldimines

Zhi-Hua Cai, Guang-Fen Du*, Bin Dai, Lin He*
Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan and School of Chemistry and Chemical Engineering, Shihezi University, Xin Jiang 832000, P. R. of China
Fax: +86(993)2057270; e-Mail: helin@shzu.edu.cn; e-Mail: duguangfen@shzu.edu.cn;
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Publication History

Received 26 October 2011
Publication Date:
03 February 2012 (online)

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Abstract

Aldimines undergo efficient hydrophosphonylation reactions with dimethyl phosphite in the presence of nucleophilic heterocyclic­ carbenes (NHCs) as organocatalysts to give the corresponding (α-aminoalkyl)phosphonates in moderate-to-excellent yields.

Key words

catalysis - carbenes - imines - phosphonylations - phosphonates

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