title: Highly Regio-, Diastereo-, and Enantioselective Rhodium-Catalyzed Intramolecular Cyclopropanation of (Z)-1,3-Dienyl Aryldiazoacetates.
abstract: Chiral cyclopenta[2,3]cyclopropa[1,2-c]pyran-4-ones have been synthesized via dirhodium(II)-catalyzed intramolecular cyclopropanation of (Z)-1,3-dienyl aryldiazoacetates. High regio-, diastereo-, and enantiocontrol were achieved using chiral dirhodium 2-phthalimide carboxylates. Preferential addition occurs at the 3,4- rather than the 1,2-double bond with the chiral dirhodium catalysts, although both outcomes occur with other transition-metal catalysts.
authors.affiliation: Department of Chemistry, The University of Texas at San Antonio , San Antonio, Texas 78249, United States.
authors.forename: Kostiantyn O
authors.initials: KO
authors.lastname: Marichev
authors.affiliation: Department of Chemistry, The University of Texas at San Antonio , San Antonio, Texas 78249, United States.
authors.forename: Justin T
authors.initials: JT
authors.lastname: Ramey
authors.affiliation: Department of Chemistry, The University of Texas at San Antonio , San Antonio, Texas 78249, United States.
authors.forename: Hadi
authors.initials: H
authors.lastname: Arman
authors.affiliation: Department of Chemistry, The University of Texas at San Antonio , San Antonio, Texas 78249, United States.
authors.forename: Michael P
authors.identifier: 0000-0003-1386-3780
authors.initials: MP
authors.lastname: Doyle