title: Synthesis of Chiral Spiro-Aziridine Oxindoles via Aza-Corey-Chaykovsky Reaction of Isatin Derived N-tert-Butanesulfinyl Ketimines.
abstract: A general and direct strategy for the synthesis of chiral spiro-aziridine oxindoles has been developed via an aza-Corey-Chaykovsky reaction of isatin-derived N-tert-butanesulfinyl ketimines with excellent selectivity (dr = 98:2 to >99:1). The method is explored for the synthesis of chiral 3-substituted spiro-aziridine oxindoles with high (2S,3S)-selectivity over (2S,3R).
authors.affiliation: Centre of Biomedical Research, Sanjay Gandhi Post-Graduate Institute of Medical Sciences Campus , Raebareli Road, Lucknow 226014, India.
authors.forename: Saumen
authors.initials: S
authors.lastname: Hajra
authors.affiliation: Department of Chemistry, Indian Institute of Technology Kharagpur , Kharagpur 721302, India.
authors.forename: Sk Mohammad
authors.initials: SM
authors.lastname: Aziz
authors.affiliation: Centre of Biomedical Research, Sanjay Gandhi Post-Graduate Institute of Medical Sciences Campus , Raebareli Road, Lucknow 226014, India.|Department of Chemistry, Indian Institute of Technology Kharagpur , Kharagpur 721302, India.
authors.forename: Bibekananda
authors.initials: B
authors.lastname: Jana
authors.affiliation: Centre of Biomedical Research, Sanjay Gandhi Post-Graduate Institute of Medical Sciences Campus , Raebareli Road, Lucknow 226014, India.|Department of Chemistry, Indian Institute of Technology Kharagpur , Kharagpur 721302, India.
authors.forename: Prosenjit
authors.initials: P
authors.lastname: Mahish
authors.affiliation: Department of Chemistry, Indian Institute of Technology Kharagpur , Kharagpur 721302, India.
authors.forename: Dhiraj
authors.initials: D
authors.lastname: Das
mesh_terms: D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D007510:Isatin / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D000078183:Oxindoles; D013237:Stereoisomerism
chemical_list: D001388:Aziridines; D007097:Imines; D007211:Indoles; D009570:Nitriles; D000078183:Oxindoles; C542835:ketimine; C022960:2-oxindole; C033132:aziridine; D007510:Isatin