direct synthesis of chiral aziridines from n-tert-butyl-sulfinylketimines

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2006 Aziridine derivatives R 0040 Direct Synthesis of Chiral Aziridines from N-tert-Butyl-sulfinylketimines. N-tert-Butyl-sulfinylketimines (III) are found to be poor substrates for the aziridination with dimethylsulfonium methylide. Only few ketimines, for example (IIIa), furnish sig- nificant amounts of the target compounds. Hence, reaction of (III) with allylic ylide, generated from (VI), affords the desired aziridines (VII) and (XI) with excellent dia- stereoselectivity and good stereocontrol. — (MORTON, D.; PEARSON, D.; FIELD, R. A.; STOCKMAN*, R. A.; Chem. Commun. (Cambridge) 2006, 17, 1833-1835; Sch. Chem. Sci. Pharm., Univ. East Anglia, Norwich, Norfolk NR4 7TJ, UK; Eng.) — M. Paetzel 35- 092

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2006

Aziridine derivativesR 0040 Direct Synthesis of Chiral Aziridines from N-tert-Butyl-sulfinylketimines. —

N-tert-Butyl-sulfinylketimines (III) are found to be poor substrates for the aziridination with dimethylsulfonium methylide. Only few ketimines, for example (IIIa), furnish sig-nificant amounts of the target compounds. Hence, reaction of (III) with allylic ylide, generated from (VI), affords the desired aziridines (VII) and (XI) with excellent dia-stereoselectivity and good stereocontrol. — (MORTON, D.; PEARSON, D.; FIELD, R. A.; STOCKMAN*, R. A.; Chem. Commun. (Cambridge) 2006, 17, 1833-1835; Sch. Chem. Sci. Pharm., Univ. East Anglia, Norwich, Norfolk NR4 7TJ, UK; Eng.) — M. Paetzel

35- 092