Synthesis

Synthesis of 3-Alkoxy/Aryloxy-β-lactams Using Diazoacetate Esters as Ketene Precursors Under Photoirradiation

H Qi, Z Yang, J Xu

Index: Qi, Hengzhen; Yang, Zhanhui; Xu, Jiaxi Synthesis, 2011 , # 5 p. 723 - 730

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Citation Number: 20

Abstract

Abstract 3-Alkoxy/aryloxy-β-lactams are synthesized in satisfactory to good yields from the reaction of imines and alkyl/aryl diazoacetates under photoirradiation conditions. Typically, trans-β-lactams are obtained as the major products from linear imines using the current method. By contrast, the corresponding thermal reaction of imines and alkoxy/aryloxyacetyl chlorides, or their equivalents, in the presence of triethylamine affords cis-β-lactams as the ...