N. Kashiwaba et al., A CHEMISTRY OF BISBENZYLISOQUINOLINE ALKALOID - ISOMERIZATION OF BERBAMINE TO PENDULINE IN METHANOL BY RADICAL REACTION, Heterocycles, 41(9), 1995, pp. 2043-2047
Berbamine (1), a bisbenzylisoquinoline alkaloid, when treated with met
hanol, was isomerized to penduline (2), the C-1 epimer of 1. This isom
erization was proved to proceed via a radical reaction by a free radic
al generated from methanol and molecular oxygen.