title: 5-Exocyclic products, 2,3,5-trisubstituted tetrahydrofurans via Prins-type cyclization.
abstract: [reaction: see text] 5-Exocyclic products, 2,3,5-trisubstituted tetrahydrofurans, were synthesized from homopropargylic alcohols with terminally substituted alkynes and various aldehydes via Prins-type cyclization. It is of interest that the exocyclic vinyl cation generated as a result of Prins-type cyclization could be trapped as a vinyl triflate when CH2Cl2 was used as a solvent, whereas in ethereal solution the vinyl cation underwent hydrolysis to give the corresponding ketone product.
authors.affiliation: Biochemicals Research Center, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650, Korea.
authors.forename: Satish N
authors.initials: SN
authors.lastname: Chavre
authors.forename: Hyunah
authors.initials: H
authors.lastname: Choo
authors.forename: Joo Hwan
authors.initials: JH
authors.lastname: Cha
authors.forename: Ae Nim
authors.initials: AN
authors.lastname: Pae
authors.forename: Kyung Il
authors.initials: KI
authors.lastname: Choi
authors.forename: Yong Seo
authors.initials: YS
authors.lastname: Cho