title: Synthesis of the enantiomers of hexahydrodibenz[d,f]azecines.
abstract: Suzuki coupling procedures were used to make appropriate 2-(3-aminopropyl)- 2'-(2-mesyloxy)ethyl disubstituted biphenyl derivatives 19 and 20 from which the racemic hexahydrodibenz[d,f]azecines 3 and 4 were produced following intramolecular mesyloxy displacement in dilute solution. The enantiomers of the former azecine were prepared by use of an analogue of the biphenyl aminomesylate 19 having a chiral auxiliary bound to the amino group during the closure of the 10-membered ring. Absolute configurations were assigned by X-ray diffraction analysis of compound 28.
authors.affiliation: Industrial Research Ltd., PO Box 31-310, Lower Hutt, New Zealand.
authors.forename: Richard H
authors.initials: RH
authors.lastname: Furneaux
authors.forename: Graeme J
authors.initials: GJ
authors.lastname: Gainsford
authors.forename: Jennifer M
authors.initials: JM
authors.lastname: Mason