Journal
TETRAHEDRON-ASYMMETRY
Volume 18, Issue 22, Pages 2625-2631Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2007.10.034
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The iridium complex-catalyzed asymmetric hydrogenation of quinolines in a DMPEG/hexane biphasic system was studied. Catalysts with C-2-symmetric ligands such as Xyl-P-Phos, Cl-MeO-BIPHEP, SYNPHOS, and DiluorPhos are highly effective for this type of reaction. Most of the catalysts tested can be retained in DMPEG (M-n = 500), and the asymmetric hydrogenation of various quinoline substrates can be carried out in DMPEG/hexane biphasic system with up to 92% ee. The catalysts and the products can be separated via simple phase separation, and the reactivity/stereoselectivity of the catalysts can be retained for at least three reaction cycles. (c) 2007 Elsevier Ltd. All rights reserved.
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