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 Hydrogenation

2008 ◽  
Vol 120 (28) ◽  
pp. 5298-5301 ◽  
Author(s):  
Ryan L. Patman ◽  
Vanessa M. Williams ◽  
John F. Bower ◽  
Michael J. Krische
Keyword(s):  
Transfer Hydrogenation ◽  
Oxidation Level ◽  
Bond Forming ◽  
Aldehyde Oxidation

scholarly journals Hydroacylation of 2-butyne from the alcohol or aldehyde oxidation level via ruthenium catalyzed C–C bond forming transfer hydrogenation

Tetrahedron ◽  
2009 ◽  
Vol 65 (26) ◽  
pp. 5024-5029 ◽  
Author(s):  
Vanessa M. Williams ◽  
Joyce C. Leung ◽  
Ryan L. Patman ◽  
Michael J. Krische
Keyword(s):  
Transfer Hydrogenation ◽  
Oxidation Level ◽  
Bond Forming ◽  
Aldehyde Oxidation

scholarly journals Formation of C–C bonds via ruthenium-catalyzed transfer hydrogenation

2012 ◽  
Vol 84 (8) ◽  
pp. 1729-1739 ◽  
Author(s):  
Joseph Moran ◽  
Michael J. Krische
Keyword(s):  
Transfer Hydrogenation ◽  
Primary Alcohols ◽  
Organometallic Reagents ◽  
Oxidation Level ◽  
Bond Forming ◽  
Carbonyl Addition ◽  
Aldehyde Oxidation

Ruthenium-catalyzed transfer hydrogenation of diverse π-unsaturated reactants in the presence of aldehydes provides products of carbonyl addition. Dehydrogenation of primary alcohols in the presence of the same π-unsaturated reactants provides identical products of carbonyl addition. In this way, carbonyl addition is achieved from the alcohol or aldehyde oxidation level in the absence of stoichiometric organometallic reagents or metallic reductants. In this account, the discovery of ruthenium-catalyzed C–C bond-forming transfer hydrogenations and the recent development of diastereo- and enantioselective variants are discussed.

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