Abstract
A cooperative Cu/Pd-catalyzed asymmetric three-component reaction of styrenes, B2(pin)2, and allyl carbonates was reported. This reaction, in the presence of chiral CuOAc/SOP and achiral Pd(dppf)Cl2 catalysts, occurs smoothly with high enantioselectivities (up to 97% ee) . The allylboration products, which contain alkene (or diene) unite and alkylboron group, are easily functionalized. The utility of this protocol was demonstrated through the synthesis of an antipsychotic drug, (-)-preclamol.
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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Allyl Compounds / chemical synthesis*
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Allyl Compounds / chemistry
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Boranes / chemical synthesis*
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Boranes / chemistry
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Catalysis
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Copper / chemistry*
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Molecular Structure
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Organometallic Compounds / chemistry*
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Palladium / chemistry*
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Piperidines / chemical synthesis*
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Piperidines / chemistry
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Stereoisomerism
Substances
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Alkenes
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Allyl Compounds
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Boranes
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Organometallic Compounds
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Piperidines
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Palladium
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Copper
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preclamol