Diastereo- and Enantioselective [3 + 2] Cycloaddition Reaction of Morita–Baylis–Hillman Carbonates of Isatins with <i>N</i>-Phenylmaleimide Catalyzed by Me-DuPhos

Yan Wang, Li Liu, Tao Zhang, Neng‐Jun Zhong, Dong Wang

The Journal of Organic Chemistry · 2012 · 109 citations · 34 references

Concepts

Abstract

A Me-DuPhos-catalyzed efficient asymmetric [3 + 2] cycloaddition reaction between Morita-Baylis-Hillman carbonates of isatins and N-phenylmaleimide has been developed. This reaction constructs three chiral centers in one step to afford spirocyclopentaneoxindoles in good yields (up to 84%) with excellent diastereo- and enantioselectivies (up to 99% ee).

References

34