Organocatalytic Enantioselective Cascade Michael–Aldol Condensation Reactions: Efficient Assembly of Densely Functionalized Chiral Cyclopentenes

Jian Wang, Hao Li, Hexin Xie, Liansuo Zu, Xu Shen, Wei Wang

Angewandte Chemie International Edition · 2007 · 101 citations · 55 references

Concepts

Abstract

A cascade of possibility: A novel and highly enantioselective cascade Michael–aldol condensation reaction of α,β-unsaturated aldehydes with dimethyl malonate aldehyde has been developed. The process, efficiently catalyzed by a simple chiral diphenylprolinol TES ether, serves as a powerful approach to the preparation of highly functionalized chiral cyclopentenes with the formation of two new CC bonds. TES=triethylsilyl.

References

55