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Enantioselective Rh-Catalyzed Hydrogenation of Vinyl Carboxylates with Monodentate Phosphite Ligands†
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Abstract
Alkyl-substituted vinylcarboxylates, which normally show poor enantioselectivity in Rh-catalyzed hydrogenation with traditional chiral diphosphines, undergo highly enantioselective reactions with BINOL- and carbohydrate-based monophosphite ligands.
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This article has been cited by 17 ACS Journal articles (5 most recent appear below).
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Yvette Mata, Montserrat Diéguez, Oscar Pàmies, and Simon WoodwardThe Journal of Organic Chemistry2006 71 (21), 8159-8165We synthesized a modular sugar-based phosphite ligand library for the Ni-catalyzed trialkylaluminum addition to aldehydes. This library has been designed to rapidly screen the ligands to uncover their important structure features and determine the scope ...
High-Throughput and Parallel Screening Methods in Asymmetric Hydrogenation
Christoph Jäkel and Rocco PacielloChemical Reviews2006 106 (7), 2912-2942High-Throughput and Parallel Screening Methods in Asymmetric Hydrogenation
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Enantioselective Rh-Catalyzed Hydrogenation of Enol Acetates and Enol Carbamates with Monodentate Phosphoramidites
Lavinia Panella, Ben L. Feringa, Johannes G. de Vries, and Adriaan J. MinnaardOrganic Letters2005 7 (19), 4177-4180Enantioselective Rh-Catalyzed Hydrogenation of Enol Acetates and Enol Carbamates with Monodentate Phosphoramidites
Lavinia Panella, Ben L. Feringa, Johannes G. de Vries, and Adriaan J. MinnaardOrganic Letters2005 7 (19), 4177-4180Monodentate phosphoramidites, in particular PipPhos and its octahydro analogue, are excellent ligands for the rhodium-catalyzed asymmetric hydrogenation of aromatic enol acetates, enol carbamates, and 2-dienol carbamates up to 98% ee. These latter ...
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History
- Published In Issue August 21, 2003
- Received June 13, 2003
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