title: N-Heterocyclic carbene-catalyzed enantioselective synthesis of functionalized cyclopentenes via α,β-unsaturated acyl azoliums.
abstract: Highly enantioselective NHC-organocatalyzed synthesis of functionalized cyclopentenes proceeding via α,β-unsaturated acyl azolium intermediates is reported. The organocascade reaction of modified enals with malonic ester derivatives having a γ-benzoyl group involves the Michael-intramolecular aldol-β-lactonization-decarboxylation sequence to deliver cyclopentenes in good yields and excellent ee values.
authors.affiliation: Organic Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune-411008, India. at.biju@ncl.res.in.
authors.forename: Santigopal
authors.initials: S
authors.lastname: Mondal
authors.forename: Santhivardhana Reddy
authors.initials: SR
authors.lastname: Yetra
authors.forename: Atanu
authors.initials: A
authors.lastname: Patra
authors.forename: Sunita S
authors.initials: SS
authors.lastname: Kunte
authors.forename: Rajesh G
authors.initials: RG
authors.lastname: Gonnade
authors.forename: Akkattu T
authors.initials: AT
authors.lastname: Biju
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D002243:Carbolines / Q000737:chemistry*; D002384:Catalysis; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001391:Azo Compounds; D002243:Carbolines; D003517:Cyclopentanes; D006571:Heterocyclic Compounds; C100106:dicarbine