Abstract
The stereochemical course of the borane addition to 9-methylenebenzomorphan leading to the 9β-hydroxymethyl derivative was further examined. Formation of the intramolecular coordinated amineborane (A) was observed by the reaction of diborane with both the free amine (I) and the benzomorphan-borane (II). That the first one mole of boron hydrides adds to I at the nitrogen to give the amineborane (II) without addition to the double bond was also established. Isolation of intermediates in alkylborane stage was attempted.
