title: Asymmetric Brønsted acid-catalyzed nazarov cyclization of acyclic α-alkoxy dienones.
abstract: A Brønsted acid-catalyzed asymmetric Nazarov cyclization of acyclic α-alkoxy dienones has been developed. The reaction offers access to chiral cyclopentenones in a highly enantioselective manner. The reaction is complementary to our previously reported Brønsted acid-catalyzed electrocyclization reactions, which provided differently substituted optically active cyclopentenones with a fused tetrahydropyrane ring in good yields and with excellent enantioselectivities.
authors.affiliation: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany.
authors.forename: Sadiya
authors.initials: S
authors.lastname: Raja
authors.forename: Winai
authors.initials: W
authors.lastname: Ieawsuwan
authors.forename: Vadim
authors.initials: V
authors.lastname: Korotkov
authors.forename: Magnus
authors.initials: M
authors.lastname: Rueping
mesh_terms: D000143:Acids / Q000737:chemistry*; D000438:Alcohols / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D003517:Cyclopentanes / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000143:Acids; D000438:Alcohols; D003517:Cyclopentanes; C059688:alkoxyl radical; C013905:cyclopentenone