Helvetica chimica acta

The adamantane rearrangement of 1, 2??trimethylenenorbornanes. Part V. Rearrangements of 1, 2??trimethylenenorbornanes initiated by regioselective formation of …

AM Klester, C Ganter

Index: Klester, Alfred Michael; Ganter, Camille Helvetica Chimica Acta, 1985 , vol. 68, p. 734 - 744

Full Text: HTML

Citation Number: 4

Abstract

Abstract The behaviour of the regioselectively generated carbocation centers at C (2) and C (6) in 1, 2-trimethylenenorbornanes was investigated in order to study the occurrence or absence of a degenerate rearrangement E⇄ M in the adamantane rearrangement of both 1, 2-endo-(1) and 1, 2-exo-trimethylenenorbornane (2) to 2-endo, 6-endo- trimethylenenorbornane (3). A degenerate rearrangement E⇄ M is inevitably involved ...