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A secondary amine amide organocatalyst for the asymmetric nitroaldol reaction of a-ketophosphonates.

  作者 Chen, Xiaohong;Wang, Jun;Zhu, Yin;Shang, Deju;Gao, Bo;Liu, Xiaohua;Feng, Xiaoming;Su, Zhishan;Hu, Changwei;  
  选自 期刊  Chemistry-A European Journal;  卷期  2008年14-35;  页码  10896-10899  
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[摘要]A secondary amine-amide organocatalyst (e.g., L-pipecolic acid deriv. with (R,R)-1,2-diphenylethylenediamine backbone) has been applied in the asym. Henry reaction of a-ketophosphonates. A series of arom., heteroarom., and aliph. a-ketophosphonates can be converted into the desired a-hydroxy-b-nitrophosphonates in moderate to high yields with excellent enantioselectivities (up to 99% ee) under mild conditions. The mechanism of reaction was investigated by theor. calcns.

 
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