Tetrahedron letters

Copper-catalyzed allylic hydroxyamination and amination of alkenes with Boc-hydroxylamine

B Kalita, KM Nicholas

Index: Kalita, Biswajit; Nicholas, Kenneth M. Tetrahedron Letters, 2005 , vol. 46, # 9 p. 1451 - 1453

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Citation Number: 28

Abstract

Olefins react regioselectively with Boc-NHOH in the presence of Cu (I, II) salts to produce allyl-N (OH)(Boc) derivatives, apparently via the intermediacy of Boc-NO; yields and rates are dramatically improved by the addition of H2O2. The corresponding allylamine derivatives, allyl-NH (Boc), are formed selectively from Boc-NHOH/olefin with CuBr/P (OEt) 3.