title: Stereoselective synthesis of anti-1,3-aminoalcohols via reductive opening of 4-amidotetrahydropyrans derived from the Prins/Ritter sequence.
abstract: A novel method has been devised for anti-1,3-aminoalcohols through reductive elimination of iodomethyltetrahydropyrans which are in turn derived from a Prins/Ritter reaction sequence. The synthetic versatility of this method has been explored in the total synthesis of piperidine alkaloids and β-amino acids.
authors: Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad-500 007, India. yadavpub@iict.res.in
authors: J S
authors: JS
authors: Yadav
authors: Y Jayasudhan
authors: YJ
authors: Reddy
authors: P Adi Narayana
authors: PA
authors: Reddy
authors: B V Subba
authors: BV
authors: Reddy
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis; D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D000596:Amino Acids; D000605:Amino Alcohols; D010880:Piperidines