John M. Brown, P. L. Evans, A. P. James
Apr 28, 2003
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Journal
Organic Syntheses
Abstract
Directed homogeneous hydrogenation: methyl anti-3-hydroxy-2-methylpentanoate product: Bicyclo[2.2.1]hepta-2,5-diene 1,4-bis(diphenylphosphino)butanerhodium tri-fluoromethanesulfonate reactant: bicyclo[2.2.1]hepta-2,5-diene-2,4-pentanedionatorhodium (117.6 mg, 0.4 mmol) intermediate: Methyl 3-hydroxy-2-methylenepentanoate. product: methyl dl-anti-3-hydroxy-2-methylpentanoate product: 2R,3R-(−)-methyl 3-hydroxy-2-methylpentanoate byproduct: S-(−)-methyl 3-hydroxy-2-methylenepentanoate Keywords: addition, to CO; metal-catalyzed reactions, rhodium; reduction, CC HC–CH; assay methods, of enantiomeric purity by nmr analysis with shift reagent; (bicyclo[2.2.1]heptadiene)(1,4-bis(diphenylphosphino)butanerhodium trifluoromethanesulfonate, preparation of; bicyclo[2.2.1]hepta-2,5-diene-2,4-pentanedionatorhodium, preparation of; (R,R)-1,2-bis(o-anisylphenylphosphino)ethanerhodium trifluoromethanesulfonate (dipamprh+), preparation of; benzene