Tetrahedron Letters p. 4037 - 4039 (2001)
Update date:2022-09-26
Topics:
Bubert, Christian
Blacker, John
Brown, Stephen M
Crosby, John
Fitzjohn, Steven
Muxworthy, James P
Thorpe, Tim
Williams, Jonathan M.J
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.
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