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Updated: May 23, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Scandium(III)-catalyzed enantioselective allylation of isatins using allylsilanes
Nadine V Hanhan1, Yng C Tang, Ngon T Tran
1Department of Chemistry, University of California, One Shields Avenue, Davis, California 95616, United States.
Abstract:
The scandium(III)-catalyzed enantioselective Hosomi-Sakurai allylation of isatins with various substituted allylic silanes is described. A catalyst loading as low as 0.05 mol % is utilized at room temperature to afford the 3-allyl-3-hydroxy-2-oxindoles in excellent yields and enantioselectivity up to 99% ee, including a demonstration of a gram-scale reaction. The effects of additives and varying silyl groups were explored to demonstrate the scope and application.
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