Catalytic Carbonyl Addition through Transfer Hydrogenation: A Departure from Preformed Organometallic Reagents
Top Cited Papers
- 18 December 2008
- journal article
- review article
- Published by Wiley in Angewandte Chemie International Edition in English
- Vol. 48 (1) , 34-46
- https://doi.org/10.1002/anie.200802938
Abstract
Classical protocols for carbonyl allylation, propargylation and vinylation typically rely upon the use of preformed allyl metal, allenyl metal and vinyl metal reagents, respectively, mandating stoichiometric generation of metallic byproducts. Through transfer hydrogenative CC coupling, however, carbonyl addition may be achieved from the aldehyde or alcohol oxidation level in the absence of stoichiometric organometallic reagents or metallic reductants. Here, we review transfer hydrogenative methods for carbonyl addition, which encompass the first catalytic protocols enabling direct CH functionalization of alcohols.Keywords
This publication has 190 references indexed in Scilit:
- Carbonyl Propargylation from the Alcohol or Aldehyde Oxidation Level Employing 1,3‐Enynes as Surrogates to Preformed Allenylmetal Reagents: A Ruthenium‐Catalyzed C-C Bond‐Forming Transfer HydrogenationAngewandte Chemie International Edition in English, 2008
- Ruthenium Catalyzed C−C Bond Formation via Transfer Hydrogenation: Branch-Selective Reductive Coupling of Allenes to Paraformaldehyde and Higher AldehydesOrganic Letters, 2008
- Enantioselective Iridium-Catalyzed Carbonyl Allylation from the Alcohol or Aldehyde Oxidation Level Using Allyl Acetate as an Allyl Metal SurrogateJournal of the American Chemical Society, 2008
- Ruthenium-Catalyzed C−C Bond Forming Transfer Hydrogenation: Carbonyl Allylation from the Alcohol or Aldehyde Oxidation Level Employing Acyclic 1,3-Dienes as Surrogates to Preformed Allyl Metal ReagentsJournal of the American Chemical Society, 2008
- Direct, Iridium‐Catalyzed Enantioselective and Regioselective Allylic Etherification with Aliphatic AlcoholsAngewandte Chemie International Edition in English, 2008
- Diastereo- and Enantioselective Hydrogenative Aldol Coupling of Vinyl Ketones: Design of Effective Monodentate TADDOL-Like Phosphonite LigandsJournal of the American Chemical Society, 2008
- Iridium-Catalyzed C−C Coupling via Transfer Hydrogenation: Carbonyl Addition from the Alcohol or Aldehyde Oxidation Level Employing 1,3-CyclohexadieneOrganic Letters, 2008
- Catalytic Asymmetric Generation of (Z)-Disubstituted Allylic AlcoholsJournal of the American Chemical Society, 2007
- Regioselectivity and enantioselectivity in nickel-catalysed reductive coupling reactions of alkynesChemical Communications, 2007
- Nickel-Catalyzed Coupling of Alkenes, Aldehydes, and Silyl TriflatesJournal of the American Chemical Society, 2006