title: Regio- and Stereoselective Synthesis of Functionalized Cyclopentene Derivatives via Mizoroki-Heck Reactions.
abstract: Pd(0)-catalyzed Mizoroki-Heck alkenylations and arylations of protected aminocyclopentenes, prepared in a few steps from Vince lactam, afforded functionalized cyclopentenes in high yields and stereoselectivities. DFT calculations were performed to rationalize the high diastereoselectivities. Functionalized cyclopentene products were transformed into valuable chiral building blocks, such as cyclic γ-amino acids and carbocyclic nucleoside precursors.
authors.affiliation: Department of Medicinal Chemistry, Cardiovascular and Metabolic Diseases, Innovative Medicines and Early Development Biotech Unit, AstraZeneca , Pepparedsleden 1, SE-431 83, Mölndal, Sweden.
authors.forename: Alexander
authors.initials: A
authors.lastname: Wetzel
authors.affiliation: Department of Medicinal Chemistry, Cardiovascular and Metabolic Diseases, Innovative Medicines and Early Development Biotech Unit, AstraZeneca , Pepparedsleden 1, SE-431 83, Mölndal, Sweden.
authors.forename: Joakim
authors.initials: J
authors.lastname: Bergman
authors.affiliation: Department of Medicinal Chemistry, Division of Organic Pharmaceutical Chemistry, BMC, Uppsala University , Box 574, SE-751 23, Uppsala, Sweden.
authors.forename: Peter
authors.identifier: 0000-0002-2885-2016
authors.initials: P
authors.lastname: Brandt
authors.affiliation: Department of Medicinal Chemistry, Science for Life Laboratory, BMC, Uppsala University , Box 574, SE-751 23 Uppsala, Sweden.
authors.forename: Mats
authors.identifier: 0000-0001-6258-0635
authors.initials: M
authors.lastname: Larhed
authors.affiliation: Department of Medicinal Chemistry, Cardiovascular and Metabolic Diseases, Innovative Medicines and Early Development Biotech Unit, AstraZeneca , Pepparedsleden 1, SE-431 83, Mölndal, Sweden.
authors.forename: Jonas
authors.initials: J
authors.lastname: Brånalt