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Synthesis of water-soluble aminosulfonamide ligands and their application in enantioselective transfer hydrogenation


Reference:

Bubert, C., Blacker, J., Brown, S. M., Crosby, J., Fitzjohn, S., Muxworthy, J. P., Thorpe, T. and Williams, J. M. J., 2001. Synthesis of water-soluble aminosulfonamide ligands and their application in enantioselective transfer hydrogenation. Tetrahedron Letters, 42 (24), pp. 4037-4039.

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Abstract

Water-soluble analogues of Noyori's (1S,2S)-N-(p-tolylsulfonyl)-1,2-diphenylethylenediamine and Knochel's (1R,2R)-N-(p-tolylsulfonyl)-1,2-diaminocyclohexane, containing an additional sulfonic acid group, have been synthesised. The ruthenium catalysed reduction of aromatic ketones using enantiomerically pure catalyst derived from water soluble ligands and [RuCl2(p-cymene)](2) has been examined. High enantioselectivity and moderate activity were observed in the 2-propanol/base system. The addition of water is necessary to stabilise the catalyst. (C) 2001 Elsevier Science Ltd. All rights reserved.

Details

Item Type Articles
CreatorsBubert, C., Blacker, J., Brown, S. M., Crosby, J., Fitzjohn, S., Muxworthy, J. P., Thorpe, T. and Williams, J. M. J.
DepartmentsFaculty of Science > Chemistry
RefereedYes
StatusPublished
ID Code5244
Additional InformationID number: ISI:000169116400020

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