Vinylcyclopropyl TMM diyls: access to eight-membered rings

PJ Mikesell, RD Little

Index: Mikesell, Peter Jay; Little, R.Daniel Tetrahedron Letters, 2001 , vol. 42, # 25 p. 4095 - 4097

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Citation Number: 7

Abstract

Vinylcyclopropyl substituted diazenes (eg 1 and 15) rearrange when heated. The chemistry takes place via the formation of a trimethylenemethane (TMM) diyl and provides access to eight-membered rings. When the cyclopropane is fused to a five-membered ring (eg 15) rearrangement leads to a structure resembling the taxotere framework.