Well-defined [Rh(NHC)(OH)] complexes enabling the conjugate addition of arylboronic acids to α,β-unsaturated ketones

2011 ◽  
Vol 9 (20) ◽  
pp. 7038 ◽  
Author(s):  
Byron J. Truscott ◽  
George C. Fortman ◽  
Alexandra M. Z. Slawin ◽  
Steven P. Nolan
Keyword(s):  
Conjugate Addition ◽  
Unsaturated Ketones ◽  
Arylboronic Acids

ChemInform Abstract: Well-Defined [Rh(NHC)(OH)] Complexes Enabling the Conjugate Addition of Arylboronic Acids to α,β-Unsaturated Ketones.

ChemInform ◽  
2012 ◽  
Vol 43 (12) ◽  
pp. no-no
Author(s):  
Byron J. Truscott ◽  
George C. Fortman ◽  
Alexandra M. Z. Slawin ◽  
Steven P. Nolan
Keyword(s):  
Conjugate Addition ◽  
Unsaturated Ketones ◽  
Arylboronic Acids

Pd-catalysed conjugate addition of arylboronic acids to α,β-unsaturated ketones under microwave irradiation

2011 ◽  
Vol 65 (3) ◽  
Author(s):  
Viera Poláčková ◽  
Vladimír Bariak ◽  
Radovan Šebesta ◽  
Štefan Toma
Keyword(s):  
Acetic Acid ◽  
Reaction Time ◽  
Microwave Irradiation ◽  
Conjugate Addition ◽  
Cyclic Ketones ◽  
Unsaturated Ketones ◽  
Arylboronic Acids ◽  
Cyclic Enones

AbstractThe Pd-catalysed conjugate addition of arylboronic acids to α,β-unsaturated cyclic ketones was studied under controlled microwave irradiation conditions. A variety of catalysts, bases and solvents was explored in order to achieve optimum yields in the shortest possible reaction time. Under optimised conditions (Pd(OAc)2/2,2′-bipyridine and KF in a mixture of toluene, water, and acetic acid and 10 min microwave irradiation), a range of arylboronic acids was successfully added to several cyclic enones. With chiral phosphane ligands, a promising enantioselectivity was obtained (85 % ee).

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