Asymmetric transfer hydrogenation of imines in water by varying the ratio of formic acid to triethylamine
Title | Asymmetric transfer hydrogenation of imines in water by varying the ratio of formic acid to triethylamine |
Publication Type | Journal Article |
Year of Publication | 2015 |
Authors | Shende, VS, Deshpande, SH, Shingote, SK, Joseph, A, Kelkar, AA |
Journal | Organic Letters |
Volume | 17 |
Issue | 12 |
Pagination | 2878-2881 |
Date Published | JUN |
ISSN | 1523-7060 |
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. |
DOI | 10.1021/acs.orglett.5b00889 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 6.732 |
Divison category:
Chemical Engineering & Process Development