Abstract
The first organocatalytic asymmetric sequential allylic alkylation-cyclization of Morita-Baylis-Hillman carbonates and 3-hydroxyoxindoles has been developed to afford spirooxindoles bearing α-methylene-γ-butyrolactone motifs in 25-85% yield, 60-94% ee and up to >20 : 1 diastereoselectivity.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkylation
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Allyl Compounds / chemistry*
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Carbonates / chemistry*
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Catalysis
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Cyclization
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Indoles / chemistry*
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Molecular Structure
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Oxindoles
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Spiro Compounds / chemistry
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Stereoisomerism
Substances
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3-acetonyl-3-hydroxyoxindole
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Allyl Compounds
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Carbonates
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Indoles
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Oxindoles
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Spiro Compounds