A new construction of 2-alkoxypyrans by an acylation-reductive cyclization sequence.
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.
Heumann
Lars V
LV
Department of Chemistry, University of Utah, Salt Lake City, UT 84112-0850, USA.
Keck
Gary E
GE
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*
D054713:Bryostatins; D006571:Heterocyclic Compounds; D018942:Macrolides; D011714:Pyrans; C515767:acutiphycin; C046785:bryostatin 1