Tetrahedron Letters

Electrophilic amination of diorganozinc reagents by oxaziridines

M Ghoraf, J Vidal

Index: Ghoraf, Mohammed; Vidal, Joelle Tetrahedron Letters, 2008 , vol. 49, # 52 p. 7383 - 7385

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Citation Number: 10

Abstract

Electrophilic amination of organozinc reagents by oxaziridines has been studied. Diorganozinc reagents R2Zn (R= alkyl or aryl) react with N-Boc oxaziridine to afford N-Boc protected primary amines BocNHR in moderate to good yields. No additives are needed in this reaction, which proceeds at 0° C. We suggest that the presence of two heteroatoms in oxaziridine allows Lewis base activation of the diorganozinc reagent.

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