Abstract
The combination of catalytic amounts of [(R)-DTBM-SEGPHOS]CuH in the presence of stoichiometric DEMS (diethoxymethylsilane) in toluene at room temperature leads to asymmetric reductions of 4-substituted coumarins. Several targets or their known precursors can be prepared in high yields and ee's, including the muscarine receptor antagonist (R)-tolterodine.
Publication types
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Benzhydryl Compounds / chemical synthesis*
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Benzhydryl Compounds / chemistry
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Benzhydryl Compounds / pharmacology
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Catalysis
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Coumarins / chemical synthesis
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Coumarins / chemistry*
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Coumarins / pharmacology
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Cresols / chemical synthesis*
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Cresols / chemistry
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Cresols / pharmacology
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Cyclization
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Oxidation-Reduction
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Phenylpropanolamine / chemical synthesis*
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Phenylpropanolamine / chemistry
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Phenylpropanolamine / pharmacology
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Receptors, G-Protein-Coupled / agonists
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Stereoisomerism
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Tolterodine Tartrate
Substances
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Benzhydryl Compounds
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Coumarins
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Cresols
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FFAR1 protein, human
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Receptors, G-Protein-Coupled
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Phenylpropanolamine
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Tolterodine Tartrate