title: Organocatalytic diastereo- and enantioselective Michael addition reactions of 5-aryl-1,3-dioxolan-4-ones.
abstract: 5-Aryl-1,3-dioxolan-4-one heterocycles derived from mandelic acid derivatives and hexafluoroacetone have been identified as new and effective pro-nucleophiles in highly diastereo- and enantioselective Michael addition reactions to nitro olefins catalyzed by bifunctional epi-9-amino-9-deoxy cinchona alkaloid derivatives. Diastereoselectivities up to 98% and enantioselectivities up to 89% for a range of nitro olefins and 5-aryl-1,3-dioxolan-4-ones under mild reaction conditions are reported.
authors.affiliation: School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
authors.forename: Peter S
authors.initials: PS
authors.lastname: Hynes
authors.forename: Daniela
authors.initials: D
authors.lastname: Stranges
authors.forename: Paul A
authors.initials: PA
authors.lastname: Stupple
authors.forename: Antonio
authors.initials: A
authors.lastname: Guarna
authors.forename: Darren J
authors.initials: DJ
authors.lastname: Dixon