title: Total synthesis of (-)- and (+)-tedanalactam.
abstract: The first stereoselective route providing access to both enantiomers of tedanalactam, a naturally occurring piperidone, has been developed. The stereogenic centers were generated by the use of Sharpless asymmetric dihydroxylation. Tandem oxidation-Wittig reaction and one-pot deprotection, lactamization, and oxirane ring formation are the other key elements.
authors: Department of Chemistry, Goa University, Taleigao Plateau, Goa 403 206, India.
authors: Mahesh S
authors: MS
authors: Majik
authors: Perunninakulath S
authors: PS
authors: Parameswaran
authors: Santosh G
authors: SG
authors: Tilve
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry; D006900:Hydroxylation; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry*; D010881:Piperidones / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001688:Biological Products; D007769:Lactams; D010881:Piperidones; C552387:tedanalactam