Tetrahedron

Formation of seven-and eight-membered rings by Mn (III)-based oxidative free-radical cyclization.

BB Snider, JE Merritt

Index: Snider, Barry B.; Merritt, John E. Tetrahedron, 1991 , vol. 47, # 41 p. 8663 - 8678

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Citation Number: 52

Abstract

Oxidative free-radical cyclizations of acetoacetates 1, 8, 17, and 20 with Mn (OAc) 3· 2H2 and Cu (OAc) 2· H2O in acetic acid provide cycloheptenes and cyclooctenes in moderate to good yield. Tandem cyclizations of 28, 35 and 51 provide bicyclo [4.2. 1] nonanes, bicyclo [5.2. 1] decanes, bicyclo [5.3. 0] decanes and bicyclo [6.3. 0] undecanes.