Tetrahedron letters

Cyclisation of carbinyl radicals onto imines and hydrazones

WR Bowman, PT Stephenson, NK Terrett, AR Young

Index: Bowman, W. Russel; Stephenson, Peter T.; Terrett, Nicholas K.; Young, Adrian R. Tetrahedron Letters, 1994 , vol. 35, # 34 p. 6369 - 6372

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Citation Number: 57

Abstract

A solution of Bu 3 SnH (1.33 equiv.) and AIBN (0.33 equiv.) in toluene was added using a syringe pump to a toluene solution of the imine under an atmosphere of nitrogen over 5 h. Certain reactions were treated with NaBH 4 prior to workup to reduce imine products. Products were separated from tin residues by extraction with dil. hydrochloric acid. Products compositions were determined by isolation and/or by 1 H NMR spectroscopic or GLC analysis by comparison with ...