Journal
ORGANIC LETTERS
Volume 12, Issue 19, Pages 4260-4263Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol101668z
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Funding
- National Natural Science Foundation of China [20772084]
- PCSIRTC [IRT0846]
- National Basic Research Program of China (973 Program) [2010CB833300]
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A Lewis base-catalyzed asymmetric allylic alkylation of Morita-Baylis-Hillman carbonates derived from isatins has been investigated, which provides an electrophilic pathway to access oxindoles bearing C3-quaternary stereocenters. Excellent diastereoselectivity and high enantioselectivity have been obtained in the vinylogous functionalization of alpha,alpha-dicyanoolefin nucleophiles, giving multifunctional products with vicinal quaternary and tertiary chiral carbon centers.
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