Abstract
The asymmetric Michael-type Friedel-Crafts reaction of naphthols and nitroolefins promoted by bifunctional thiourea-tertiary amine organocatalysts (up to 95% ee) was investigated; on simply extending the reaction time further cascade reactions could occur to generate enantiopure dimeric tricyclic 1,2-dihydronaphtho[2,1-b]furanyl-2-hydroxylamine derivatives.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkenes / chemistry*
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Alkylation
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Amines / chemistry
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Catalysis
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Dimerization
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Furans / chemistry
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Hydrocarbons, Cyclic / chemical synthesis
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Hydroxylamines / chemistry
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Models, Chemical
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Molecular Structure
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Naphthalenes / chemistry
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Naphthols / chemistry*
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Nitro Compounds / chemistry*
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Stereoisomerism
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Thiourea / chemistry
Substances
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Alkenes
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Amines
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Furans
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Hydrocarbons, Cyclic
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Hydroxylamines
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Naphthalenes
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Naphthols
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Nitro Compounds
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1,2-dihydronaphthalene
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Thiourea