title: Formal [4 + 1]- and [5 + 1]-annulation by an S(N)2-conjugate addition sequence: stereoselective synthesis of highly substituted carbocycles.
abstract: K(2)CO(3)-mediated reactions of 6-bromo-2-hexenoates and 7-bromo-2-heptenoate with active methylene compounds deliver highly substituted cyclopentane and cyclohexane derivatives, respectively via a sequence of S(N)2-conjugate addition reactions (formal [4 + 1]- and [5 + 1]-annulation) in a diastereoselective manner.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
authors.forename: Benny Meng Kiat
authors.initials: BM
authors.lastname: Tong
authors.forename: Hui
authors.initials: H
authors.lastname: Chen
authors.forename: Sin Yee
authors.initials: SY
authors.lastname: Chong
authors.forename: Yi Li
authors.initials: YL
authors.lastname: Heng
authors.forename: Shunsuke
authors.initials: S
authors.lastname: Chiba
mesh_terms: D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D003510:Cyclohexanes / Q000138:chemical synthesis* / Q000737:chemistry; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D003510:Cyclohexanes; D003517:Cyclopentanes; D006842:Hydrocarbons, Brominated