653-31-6Relevant articles and documents
Direct Ruthenium-Catalyzed Hydrogenation of Carboxylic Acids to Alcohols
Cui, Xinjiang,Li, Yuehui,Topf, Christoph,Junge, Kathrin,Beller, Matthias
supporting information, p. 10596 - 10599 (2015/09/02)
The "green" reduction of carboxylic acids to alcohols is a challenging task in organic chemistry. Herein, we describe a general protocol for generation of alcohols by catalytic hydrogenation of carboxylic acids. Key to success is the use of a combination of Ru(acac)3, triphos and Lewis acids. The novel method showed broad substrate tolerance and a variety of aliphatic carboxylic acids including biomass-derived compounds can be smoothly reduced.
Regioselective hydroboration-oxidation and -amination of fluoro-substituted styrenes
Ramachandran, P. Veeraraghavan,Madhi, Sateesh,O'Donnell, Martin J.
, p. 1252 - 1255 (2008/09/20)
Hydroboration of fluorinated styrenes with common hydroborating agents results in polymerization. However, regioselective hydroboration has been achieved by utilizing iodoborane-dimethyl sulfide. A series of fluorinated β-phenethyl alcohols and amines were synthesized via this methodology.
Markovnikov hydroboration of perfluoroalkylethylenes
Brown, Herbert C.,Chen, Guang-Ming,Jennings, Michael P.,Ramachandran, P. Veeraraghavan
, p. 2052 - 2054 (2007/10/03)
A Markovnikov regioselectivity of 92% or higher is achieved in the hydroboration of a series of perfluoroalkylethylenes and 2',3',4',5',6'- pentafluorostyrene with dichloro- and dibromoborane to provide the corresponding (fluoroalkyl)dihaloboranes (see reaction).