title: Stereoelectronic versus steric tuning in the prins cyclization reaction: synthesis of 2,6-trans pyranyl motifs.
abstract: The use of carboalkoxyl allenic alcohol for the efficient synthesis of pyranyl motifs via Prins cyclization is described. This method provides easy access to 2,6-trans dihydropyrans in good yield and high diastereoselectivity.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
authors.forename: Xu-Hong
authors.initials: XH
authors.lastname: Hu
authors.forename: Feng
authors.initials: F
authors.lastname: Liu
authors.forename: Teck-Peng
authors.initials: TP
authors.lastname: Loh
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000466:Alkadienes; D011714:Pyrans; C025947:propadiene