Reductive cyclization of delta-hydroxy nitriles: a new synthesis of glycosylamines.
[reaction: see text] The stereoselective cyclization of delta-hydroxy nitriles to afford N,O-acetals and the application of this reaction toward the synthesis of glycosylamines is described.
Dorsey
Andrew D
AD
Center for New Directions in Organic Synthesis, Department of Chemistry, University of California-Berkeley, Berkeley, California 94720, USA.
Barbarow
Jennifer E
JE
Trauner
Dirk
D
D000080:Acetals / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D006020:Glycopeptides / Q000138:chemical synthesis; D006595:Hexosamines / Q000138:chemical synthesis*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D000080:Acetals; D006020:Glycopeptides; D006595:Hexosamines; D009570:Nitriles