title: Cyclopropane structural units from homoaldol adducts.
abstract: [reaction: see text] An efficient two-step homologation of aldehydes to cyclopropylaldehydes has been developed. Activation of homoaldol adducts derived from O-enecarbamates and N-enecarbamates provided high yields of cyclopropylaldehydes with good to excellent levels of trans/cis selectivity. Trapping of the intermediate oxonium ion and iminium ion intermediates has also been demonstrated, leading to direct isolation of cyclopropyl carbinol and cyclopropylamine products.
authors.affiliation: Department of Chemistry and Biochemistry, University of Notre Dame, 251 Nieuwland Science Hall, Notre Dame, Indiana 46556-5670, USA. taylor.61@nd.edu
authors.forename: Richard E
authors.initials: RE
authors.lastname: Taylor
authors.forename: Christina A
authors.initials: CA
authors.lastname: Risatti
authors.forename: F Conrad
authors.initials: FC
authors.lastname: Engelhardt
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Schmitt