title: Asymmetric Transfer Hydrogenation of Imines in Water by Varying the Ratio of Formic Acid to Triethylamine.
abstract: Asymmetric transfer hydrogenation (ATH) of imines has been performed with variation in formic acid (F) and triethylamine (T) molar ratios in water. The F/T ratio is shown to affect both the reduction rate and enantioselectivity, with the optimum ratio being 1.1 in the ATH of imines with the Rh-(1S,2S)-TsDPEN catalyst. Use of methanol as a cosolvent enhanced reduction activity. A variety of imine substrates have been reduced, affording high yields (94-98%) and good to excellent enantioselectivities (89-98%). In comparison with the common azeotropic F-T system, the reduction with 1.1/1 F/T is faster.
authors.affiliation: Chemical Engineering and Process Development Division, CSIR-National Chemical Laboratory, Pune, India.
authors.forename: Vaishali S
authors.initials: VS
authors.lastname: Shende
authors.affiliation: Chemical Engineering and Process Development Division, CSIR-National Chemical Laboratory, Pune, India.
authors.forename: Sudhindra H
authors.initials: SH
authors.lastname: Deshpande
authors.affiliation: Chemical Engineering and Process Development Division, CSIR-National Chemical Laboratory, Pune, India.
authors.forename: Savita K
authors.initials: SK
authors.lastname: Shingote
authors.affiliation: Chemical Engineering and Process Development Division, CSIR-National Chemical Laboratory, Pune, India.
authors.forename: Anu
authors.initials: A
authors.lastname: Joseph
authors.affiliation: Chemical Engineering and Process Development Division, CSIR-National Chemical Laboratory, Pune, India.
authors.forename: Ashutosh A
authors.initials: AA
authors.lastname: Kelkar
mesh_terms: D005021:Ethylamines / Q000737:chemistry*; D005561:Formates / Q000737:chemistry*; D006865:Hydrogenation; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D014867:Water / Q000737:chemistry*
chemical_list: D005021:Ethylamines; D005561:Formates; D007097:Imines; D014867:Water; C030544:formic acid; C016162:triethylamine