Concepedia

Diphenylprolinol Silyl Ethers as Efficient Organocatalysts for the Asymmetric Michael Reaction of Aldehydes and Nitroalkenes

Yujiro Hayashi, Hiroaki Gotoh, Takaaki Hayashi, Mitsuru Shoji

Angewandte Chemie International Edition · 2005 · 1.3K citations · 34 references

DOI

Concepts

Abstract

The direct, catalytic, asymmetric Michael addition of aldehydes to nitroolefins in the presence of a chiral diphenylprolinol silyl ether organocatalyst is described (see scheme). The desired 1,4-addition products were obtained in nearly optically pure form in good yield with high syn diastereoselectivity. TMS=trimethylsilyl.

References

34

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