Tetrahedron letters

N-Acyliminium cyclizations via reversible 2-aza-cope rearrangements

H Ent, H de Koning, WN Speckamp

Index: Ent, Hugo; Koning, Henk de; Speckamp, W. Nico Tetrahedron Letters, 1985 , vol. 26, # 41 p. 5105 - 5108

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Citation Number: 9

Abstract

... N-ACYLIMINIUM CYCLIZATIONS VIA REVERSIBLE 2-AZA-COPE REARRANGEMENTS * Hugo Ent, Henk de Koning and W.Nico Speckamp Laboratory of Organic Chemistry, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS ... However, when la was stirred in HCO2H/AcOH (2:3) for ~1O mm at 20C and subsequently treated with ethanolic KOH, the alcohols !1a3 (X=OH) and 5a3 (X=&H) could be isolated in ~49.5% and 25% yield, respectively. ...