Tetrahedron

On the effect of ring substituents in the carbonylation of aziridines

P Davoli, A Forni, I Moretti, F Prati, G Torre

Index: Davoli, Paolo; Forni, Arrigo; Moretti, Irene; Prati, Fabio; Torre, Giovanni Tetrahedron, 2001 , vol. 57, # 9 p. 1801 - 1812

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Citation Number: 63

Abstract

The effect of ring substituents on the cobalt carbonyl-catalyzed carbonylation of functionalized aziridines to β-lactams has been investigated. A variety of aziridines with different substituents and stereochemistry has been synthesized and subjected to carbonylation. The ring expansion to β-lactam takes place in the absence of an electron- withdrawing substituent and higher yields are always obtained for cis-aziridines. Moreover ...