title: The Intramolecular Asymmetric Allylation of Aldehydes via Organo-SOMO Catalysis: A Novel Approach to Ring Construction.
abstract: The intramolecular asymmetric cyclization of aldehydes has been accomplished using singly occupied molecular orbital (SOMO) catalysis. Selective oxidation of chiral enamines (formed by the condensation of an aldehyde and a secondary amine catalyst) leads to the formation of a 3π-electron radical species. These chiral SOMO-activated radical cations undergo enantioselective cyclization with an array of pendent allylsilanes thus efficiently providing a new approach to the construction of five-, six- and seven-membered carbocycles and heterocycles.
authors.affiliation: Merck Center for Catalysis at Princeton University, Princeton, New Jersey, 08544, USA; ; Tel: +1 609 2582254.
authors.forename: Phong V
authors.initials: PV
authors.lastname: Pham
authors.forename: Kate
authors.initials: K
authors.lastname: Ashton
authors.forename: David W C
authors.initials: DW
authors.lastname: Macmillan