title: Cyclocarbopalladation of alkynes: a stereoselective method for preparing dibenzoxapine containing tetrasubstituted exocyclic alkenes.
abstract: [reaction: see text] A palladium-catalyzed cascade carbometalation-cross coupling of alkyne route was developed for the preparation of tetrasubstituted exocyclic alkenes with high stereo- and regiocontrol. The effectiveness of this novel methodology was demonstrated by the synthesis of a number of dibenzoxapines in sufficient quantities to support their further development.
authors.affiliation: Chemical Product Research and Development, Lilly Research Laboratories, Eli Lilly and Company, Indianapolis, Indiana 46285, USA. yu_hannah@lilly.com
authors.forename: Hannah
authors.initials: H
authors.lastname: Yu
authors.forename: Rachel N
authors.initials: RN
authors.lastname: Richey
authors.forename: Matthew W
authors.initials: MW
authors.lastname: Carson
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Coghlan
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D001584:Benzoxepins / Q000138:chemical synthesis*; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry
chemical_list: D000475:Alkenes; D000480:Alkynes; D001584:Benzoxepins; D010165:Palladium