Tetrahedron

Synthesis of 2-azabicyclo [3.3. 1] nonanes by means of (carbamoyl) dichloromethyl radical cyclization

J Quirante, C Escolano, M Massot, J Bonjoch

Index: Quirante, Josefina; Escolano, Carmen; Massot, Mireia; Bonjoch, Josep Tetrahedron, 1997 , vol. 53, # 4 p. 1391 - 1402

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Citation Number: 44

Abstract

A new procedure for the synthesis of 2-azabicyclo [3.3. 1] nonanes by intramolecular carboradical cyclization of 4-(trichloroacetamido) cyclohexenes substituted with an electron withdrawing substituent (ester or nitrile) is described. The procedure allows the preparation of synthetically interesting azabicyclos 14 and 15 in nearly 70% yield.