title: A new construction of 2-alkoxypyrans by an acylation-reductive cyclization sequence.
abstract: A new convergent synthetic approach to a pyran motif common to many naturally occurring structures is described. In this approach, two fragments are joined by esterification, and a subsequent intramolecular reductive cyclization affords the 2-hydroxypyran.
authors.affiliation: Department of Chemistry, University of Utah, Salt Lake City, UT 84112-0850, USA.
authors.forename: Lars V
authors.initials: LV
authors.lastname: Heumann
authors.forename: Gary E
authors.initials: GE
authors.lastname: Keck
mesh_terms: D000215:Acylation; D054713:Bryostatins; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000737:chemistry; D018942:Macrolides / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011714:Pyrans / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D054713:Bryostatins; D006571:Heterocyclic Compounds; D018942:Macrolides; D011714:Pyrans; C515767:acutiphycin; C046785:bryostatin 1