Palladium‐Catalyzed Asymmetric Allylation of Prochiral Nucleophiles: Synthesis of 3‐Allyl‐3‐Aryl Oxindoles

Barry M. Trost, Mathias Frederiksen

Angewandte Chemie International Edition · 2004 · 215 citations · 25 references

Concepts

Abstract

Excellent yields and enantioselectivies are attained in the synthesis of 3-alkyl-3-aryl oxindoles based on the Pd-catalyzed asymmetric allylic alkylation (AAA) reaction. This approach utilizes a nonbasic hydroxylic additive in the transformation of 3-aryl oxindoles into complex, synthetically valuable oxindoles (see scheme).

References

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