Concepedia

An Efficient and Highly Enantio- and Diastereoselective Cyclopropanation of Olefins Catalyzed by Schiff-Base Ruthenium(II) Complexes We thank the reviewers for their helpful comments. Support from the DuPont Company and the Beckman, Dreyfus, and Packard Foundations are gratefully acknowledged. S.T.N. is an Alfred P. Sloan Fellow.

Jason A. Miller, Wiechang Jin, SonBinh T. Nguyen

Angewandte Chemie International Edition · 2002 · 119 citations · 0 references

DOI

Concepts

Abstract

Both electron-rich and electron-deficient olefins—such as styrene and methyl methacrylate—undergo efficient (yields >90 %) cyclopropanation with ethyl diazoacetate as the carbene source to give predominantly trans products with exceptionally high enantioselectivity when the (salen)Ru catalyst shown is used (see scheme).