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Use of N-Allylidene-1,1-diphenylethanamine as a Latent Acrolein Synthon in the Double Nucleophilic Addition Reaction of Ketene Silyl (Thio)acetals and Allylborolanes

  作者 SHIMIZU MAKOTO; KAWANISHI MAMI; MIZOTA ISAO; HACHIYA IWAO  
  选自 期刊  Organic Letters;  卷期  2010年12-16;  页码  3571-3573  
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[摘要]In the presence of silica gel and water, a mixture of ketene silyl acetals and 2-allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane underwent 1,4- and subsequently 1,2-addition with N-allylidene-1,1-diphenylethanamine to give delta-hydroxyesters in good yields, where the allylideneamine was successfully used as an acrolein equivalent.

 
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