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Synlett 1993; 1993(3): 239-240
DOI: 10.1055/s-1993-22418
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A Novel Stereocontrolled Synthesis of 3-(1′-Hydroxyethyl)-2-Azetidinone

Kouji Hattori* , Hisashi Yamamoto
  • *Department of Applied Chemistry, Nagoya University, Chikusa, Nagoya 464-01, Japan
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Publication Date:
19 March 2002 (online)

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A stereoselective synthesis of 3-(1′-hydroxyethyl)-2-azetidinone, a key synthetic intermediate of carbapenem, is described.The method is based on a strategy that involves the selective imine-aldol reaction of a chiral imine with a silyl ketene acetal in the presence of a chiral boron reagent.