Abstract
A cooperative catalysis approach for the enantioselective formal [3+2] addition of α,β-unsaturated aldehydes to isatins has been developed. Homoenolate annulations of β-aryl enals catalyzed by an N-heterocyclic carbene (NHC) require the addition of lithium chloride for high levels of enantioselectivity. This NHC-catalyzed annulation has been used for the total synthesis of maremycin B.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Catalysis
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Indoles / chemical synthesis*
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Indoles / chemistry
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Lactones / chemical synthesis*
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Lactones / chemistry
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Lewis Acids / chemistry
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Methane / analogs & derivatives
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Methane / chemistry
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Molecular Structure
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Spiro Compounds / chemical synthesis*
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Spiro Compounds / chemistry
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Stereoisomerism
Substances
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Indoles
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Lactones
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Lewis Acids
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Spiro Compounds
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carbene
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Methane