title: Stereoselective synthesis of thiochromenes via intramolecular tandem thio-Michael addition of in situ generated α,β-unsaturated aldehydes.
abstract: An efficient and highly stereoselective strategy for the synthesis of 2,3-substituted thiochromenes having a complex and easily transformable group at the stereogenic center has been developed via a tandem thio-Michael addition reaction of an in situ generated α,β-unsaturated aldehyde sugar derivative. The protocol is superior to reported protocols in that the carbohydrate-derived substituent at the stereogenic center of the thiochromene is versatile and is amenable for further transformation.
authors.affiliation: Department of Chemistry, University of Johannesburg , P.O. Box 524, Auckland Park 2006, South Africa.
authors.forename: Henok Hadgu
authors.initials: HH
authors.lastname: Kinfe
authors.forename: Fanuel Mesfin
authors.initials: FM
authors.lastname: Mebrahtu
authors.forename: Felix Loka
authors.initials: FL
authors.lastname: Makolo
authors.forename: Paseka Thendo
authors.initials: PT
authors.lastname: Moshapo
authors.forename: Mandlenkosi Maxwell
authors.initials: MM
authors.lastname: Manana
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry; D002241:Carbohydrates / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D001578:Benzopyrans; D002241:Carbohydrates