The Isopropylsulfinyl Group:  A Useful Chiral Controller for the Asymmetric Aziridination of Sulfinylimines and the Organocatalytic Allylation of Hydrazones

Inmaculada Fernández, Victoria Valdivia, Beatrice Gori, Felipe Alcudia, Eleuterio Álvarez, Noureddine Khiar

Organic Letters · 2005 · 77 citations · 23 references

Concepts

Abstract

[reaction: see text] A comparative study shows that the isopropylsulfinyl group for which an enantiodivergent and highly diastereoselective approach is reported behaves better than the tert-butylsulfinyl and p-tolylsulfinyl groups, both in terms of reactivity and stereoselectivity in the Corey-Chaykovsky reaction of chiral sulfinylimines and the organocatalytic allylation of acyl hydrazones.

References

23