Tetrahedron

Oxidative addition of azide anion to triisopropylsilyl enol ethers: Synthesis of α-azido ketones and 2-amino (methoxycarbonyl) alk-2-en-1-ones

P Magnus, L Barth

Index: Magnus, Philip; Barth, Lisa Tetrahedron, 1995 , vol. 51, # 41 p. 11075 - 11086

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Citation Number: 25

Abstract

Treatment of triisopropylsilyl enol ethers with eerie ammonium nitrate/sodium azide at− 20° C in acetonitrile gives α-azido ketones in average to good yields (50–80%). Subsequent conversion of the α-azido ketones into 2-amino (methoxycarbonyl) cycloalk-2-en-1-ones is described.