Abstract
An N-heterocyclic carbene (NHC)-catalyzed annulation reaction of isatin N-Boc ketimines and enals is developed for the synthesis of spirocyclic oxindole-γ-lactams bearing one quaternary chiral center in good yields and excellent stereoselectivities (up to >20:1 dr and 99% ee).
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Aldehydes / chemistry*
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Catalysis
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Imines / chemistry*
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Indoles / chemistry
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Isatin / analogs & derivatives*
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Isatin / chemistry*
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Lactams / chemical synthesis*
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Lactams / chemistry
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Methane / analogs & derivatives*
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Methane / chemistry
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Molecular Structure
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Nitriles / chemistry*
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Oxindoles
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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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Aldehydes
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Imines
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Indoles
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Lactams
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Nitriles
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Oxindoles
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Spiro Compounds
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ketimine
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2-oxindole
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carbene
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Isatin
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Methane