Diastereoselective formation of aziridines from diazocarbonyl compounds and N-(O-pivaloylated D-galactosyl)benzylideneamines and ring-opening reactions with p-toluenethiol.

نویسندگان

  • Yizhou Zhao
  • Gang Wang
  • Shanshan Zhou
  • Zhongjun Li
  • Xiangbao Meng
چکیده

N-Galactosyl aziridines were synthesized via BF3·OEt2 promoted addition of carbenes generated from diazocarbonyl compounds with O-pivaloylated β-D-galactosylimines in good yields and high diastereoselectivity. The ring-opening reactions with p-toluenethiol of the aziridines provided enantiometrically pure β-S-substituted phenylalanine derivatives in a highly regioselective manner.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 12 21  شماره 

صفحات  -

تاریخ انتشار 2014