title: Highly functionalized donor-acceptor cyclopropanes applied toward the synthesis of theMelodinusalkaloids.
abstract: A series of highly substituted vinylcyclopropanes were prepared and examined as reaction partners in a palladium-catalyzed (3 + 2) cycloaddition with nitrostyrenes. Described herein are our efforts to synthesize an elusive 1,1-divinylcyclopropane by several distinct approaches, and to apply surrogates of this fragment toward the synthesis of theMelodinusalkaloids.
authors.affiliation: The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 E California Boulevard, MC 101-20, Pasadena, CA 91125, USA.
authors.forename: Alexander F G
authors.initials: AF
authors.lastname: Goldberg
authors.affiliation: The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 E California Boulevard, MC 101-20, Pasadena, CA 91125, USA.
authors.forename: Robert A
authors.initials: RA
authors.lastname: Craig
authors.affiliation: The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 E California Boulevard, MC 101-20, Pasadena, CA 91125, USA.
authors.forename: Nicholas R
authors.initials: NR
authors.lastname: O'Connor
authors.affiliation: The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 E California Boulevard, MC 101-20, Pasadena, CA 91125, USA.
authors.forename: Brian M
authors.initials: BM
authors.lastname: Stoltz
keywords: Claisen rearrangement; Cycloaddition; Cyclopropanes; Melodinus alkaloids; Stereoselective synthesis