Diastereoselective oxidative α-amination of aliphatic aldehydes catalyzed by iodine: synthesis of syn-γ-hydroxy-α-amino acetals.

نویسندگان

  • Yun-Xiao Zhang
  • An-Qi Zhang
  • Jie-Sheng Tian
  • Teck-Peng Loh
چکیده

Aldehydes can react with secondary amines to give α-amino acetals via the α-amination of aliphatic aldehydes catalyzed by iodine. The presence of an asymmetric hydroxylated center at the γ-position of the aldehyde was found to induce the stereoselective amino group. This method represents a stereoselective α-amination of γ-hydroxyaldehydes for the synthesis of syn-γ-hydroxy-α-amino acetals in good yields and reasonable diastereoselectivities under very mild conditions.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 11 48  شماره 

صفحات  -

تاریخ انتشار 2013