Concepedia

Catalytic Enantioselective Meerwein−Eschenmoser Claisen Rearrangement: Asymmetric Synthesis of Allyl Oxindoles

Elizabeth C. Linton, Marisa C. Kozlowski

Journal of the American Chemical Society · 2008 · 194 citations · 25 references

DOI

Concepts

Abstract

The first catalytic, enantioselective Meerwein-Eschenmoser Claisen rearrangement has been achieved. Palladium(II) BINAP or phosphinooxazoline catalysts were employed to generate oxindole products with 100% conversion and up to 92% ee.

References

25

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Enantioselective Construction of Spirocyclic Oxindolic Cyclopentanes by Palladium-Catalyzed Trimethylenemethane-[3+2]-Cycloaddition

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Catalytic Enantioselective Synthesis of Oxindoles and Benzofuranones That Bear a Quaternary Stereocenter

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