Tetrahedron Asymmetry p. 3407 - 3414 (1996)
Update date:2022-07-31
Topics:
Garcia Ruano, Jose L.
Fernandez, Inmaculada
Del Prado Catalina, Miriam
Alcudia Cruz, Ana
Chiral tert-butylsulfinyl group has been shown to be the chiral auxiliary of choice for the asymmetric aziridination of N-sulfinyliminas. Moreover, the sense of the asymmetric induction can be tuned in two ways: the chirality at the tert-butylsulfinyl Sulfur, or the nature of the methylene transfer reagent used. Thus, both aziridines 10(S(S),S) and 10(R(S),R), epimeric at C-2, were obtained in enantiomerically pure form by a single crystallisation (75% yield).
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