ChemInform Abstract: Highly Regioselective Bromination of (3aR‐(3aα,4β,7β, 7aα))‐Hexahydro‐7,8,8‐trimethyl‐4,7‐methanobenzofuran‐2(3H)‐one via Nonclassical Bornyl Cations.

Abstract

Highly Regioselective Bromination of (3aR-(3aα,4β,7β, 7aα))- 8,,7-methanobenzofuran-2(3H)-one via Nonclassical Bornyl Cations.-It is shown that the title compound (I) predominantly undergoes bromination at the 7-methyl group. This unexpected result can be explained by nonclassical carbocation intermediates of the norbornyl type. -(KOPPENHOEFER, B.; SCHWIERSKOTT, M.; BRENDLE, H.-G.; NOE, C. R.; JANGG, E.; VOELLENKLE, H.; J.