title: Diastereoselective synthesis of tetrahydropyrans via Prins-Ritter and Prins-arylthiolation cyclization reactions.
abstract: An efficient method has been developed for the synthesis of two new classes of tetrahydropyran derivatives comprising amide, tetrazole or benzothiazole moieties via a three-component reaction of 6-methylhept-5-en-2-ol, arylaldehydes and nitriles/thiols in the presence of a tetrafluoroboric acid diethyl ether complex. The reaction proceeds via the formation of an oxocarbenium ion. This protocol is highly diastereoselective and only single diastereomer has been isolated in each case.
authors.affiliation: Chemical Science & Technology Division, CSIR-North East Institute of Science and Technology, Jorhat-785006, India. b.gakul@gmail.com and Department of Chemistry, Gauhati University, Guwahati-14, India.
authors.forename: Nabajyoti
authors.initials: N
authors.lastname: Hazarika
authors.affiliation: Chemical Science & Technology Division, CSIR-North East Institute of Science and Technology, Jorhat-785006, India. b.gakul@gmail.com and Department of Chemistry, Gauhati University, Guwahati-14, India.
authors.forename: Barnali
authors.initials: B
authors.lastname: Sarmah
authors.affiliation: Chemical Science & Technology Division, CSIR-North East Institute of Science and Technology, Jorhat-785006, India. b.gakul@gmail.com.
authors.forename: Manobjyoti
authors.initials: M
authors.lastname: Bordoloi
authors.affiliation: Department of Chemistry, Gauhati University, Guwahati-14, India.
authors.forename: Prodeep
authors.initials: P
authors.lastname: Phukan
authors.affiliation: Chemical Science & Technology Division, CSIR-North East Institute of Science and Technology, Jorhat-785006, India. b.gakul@gmail.com.
authors.forename: Gakul
authors.identifier: http://orcid.org/0000-0001-6431-6678
authors.initials: G
authors.lastname: Baishya