title: Intramolecular Schmidt reaction involving primary azidoalcohols under nonacidic conditions: synthesis of indolizidine (-)-167B.
abstract: A powerful intramolecular Schmidt reaction starting from primary azidoalcohols is reported. This approach involves a nonacidic activation of the alcohol via triflation. The synthetic potential offered by the mild reaction conditions is demonstrated by a highly selective synthesis of (-)-indolizidine 167B.
authors.affiliation: University of Berne, Department of Chemistry and Biochemsitry, Freiestrasse 3, CH-3012 Berne, Switzerland.
authors.forename: Ajoy
authors.initials: A
authors.lastname: Kapat
authors.forename: Erich
authors.initials: E
authors.lastname: Nyfeler
authors.forename: Guy T
authors.initials: GT
authors.lastname: Giuffredi
authors.forename: Philippe
authors.initials: P
authors.lastname: Renaud
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D007212:Indolizines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: C413205:167B indolizidine; D000438:Alcohols; D007212:Indolizines