title: Enantioselective intramolecular aldehyde α-alkylation with simple olefins: direct access to homo-ene products.
abstract: A highly selective method for the synthesis of asymmetrically substituted carbocycles and heterocycles from unactivated aldehyde-olefin precursors has been achieved via enantioselective SOMO-catalysis. Addition of a catalytically generated enamine radical cation across a pendent olefin serves to establish a general asymmetric strategy toward the production of a wide range of formyl-substituted rings with alkene transposition. Conceptually, this novel mechanism allows direct access to "homo-ene"-type products.
authors.affiliation: Merck Center for Catalysis at Princeton University, Princeton, New Jersey 08544, United States.
authors.forename: Robert J
authors.initials: RJ
authors.lastname: Comito
authors.forename: Fernanda G
authors.initials: FG
authors.lastname: Finelli
authors.forename: David W C
authors.initials: DW
authors.lastname: MacMillan
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D000478:Alkylation; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000475:Alkenes; D000588:Amines