期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 15, 期 5, 页码 1227-1232出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200801929
关键词
asymmetric catalysis; heterocyclic ketones; hydrogen transfer; hydrogenation; N,P ligands
资金
- EPSRC
- Donors of the American Chemical Society Petroleum Research Fund
- Washington and Lee University (Glenn Grant)
- Engineering and Physical Sciences Research Council [EP/F030576/1] Funding Source: researchfish
- EPSRC [EP/F030576/1] Funding Source: UKRI
A study on the enantioselective hydrogenation of tertiary alkyl ketones catalysed by a novel class of tridentate-Ru complex is reported. In contrast to the extensively studied [RuCl2(diphos)(di-primary amine)] Complexes, this new class of hydrogenation catalyst smoothly reduces these less reactive bulk), ketones with up to 949% ee. The same catalyst system can also selectively reduce other potentially problematic substrates such as bulky heterocyclic ketones. Unusually for a pressure hydrogenation catalyst, similar enantioselectivity can be obtained under transfer hydrogenation conditions. The transfer hydrogenations are somewhat slower than the pressure hydrogenations, but this drawback is readily overcome, since we have discovered that a microwave accelerated transfer hydrogenation of the above ketones Occurs within 20 min at about 90 degrees C with similar selectivity to that obtained in the pressure hydrogenation system.
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