Abstract
Biphenyl dioxygenase-catalysed cis-dihydroxylation of 2-chloroquinoline, 2-chloro-3-methylquinoline and 2-chloro-6-phenylpyridine substrates yielded the corresponding enantiopure cis-dihydrodiols; enantiopure 2,2'-bipyridines, synthesised in four steps from 2-chloroquinoline, proved to be efficient chiral ligands in catalytic asymmetric allylic oxidation and cyclopropanation reactions of alkenes.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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2,2'-Dipyridyl / chemical synthesis
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2,2'-Dipyridyl / chemistry*
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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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Aza Compounds / chemical synthesis
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Aza Compounds / chemistry*
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Catalysis
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Crystallography, X-Ray
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Cyclization
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Cyclopropanes / chemical synthesis*
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Cyclopropanes / chemistry
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Dioxygenases / chemistry
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Ligands
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Models, Molecular
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Molecular Structure
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Naphthalenes / chemical synthesis
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Naphthalenes / chemistry*
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Oxidation-Reduction
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Stereoisomerism
Substances
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Alkenes
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Allyl Compounds
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Aza Compounds
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Cyclopropanes
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Ligands
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Naphthalenes
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trans-1,2-dihydro-1,2-naphthalenediol
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2,2'-Dipyridyl
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Dioxygenases