1999 aziridine derivatives

aziridine derivativesR 0040

10 - 114Enantiomerically Pure 2-Alkyl and 2,3-Dialkylaziridines from2-Sulfinylimines. — A new transformation of optically active N-p-methoxyphenyl derivatives (I) to enantiopure aziridines (VI) is reported. Theprocess requires an exchange of the N-protecting group to Cbz, reduction ofthe sulfinyl group, methylation at sulfur, and base-promoted cyclization. 2,3-Dialkylated aziridines such as (VIII) are obtained from appropriate precursors(VII) by the same sequence. — (GARCIA RUANO, JOSE L.; LORENTE,ANTONIO; RODRIGUEZ RAMOS, JESUS H.; Tetrahedron Lett. 39 (1998)52, 9765-9768; Dep. Quim. Org., Univ. Auton., Cantoblanco, E-28049 Madrid,Spain; EN)

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