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Preparation and use of MeO-PEG-supported chiral diphosphine ligands: soluble polymer-supported catalysts for asymmetric hydrogenation

Authors
Journal
Tetrahedron Asymmetry
0957-4166
Publisher
Elsevier
Publication Date
Volume
12
Issue
8
Identifiers
DOI: 10.1016/s0957-4166(01)00210-5

Abstract

Abstract Two new chiral MeO-PEG-supported ( R)-BINAP and (3 R,4 R)-Pyrphos ligands were synthesized and employed in the Ru(II)- and Rh(I)-catalyzed asymmetric hydrogenation of 2-(6′-methoxy-2′-naphthyl)propenoic acid 5 and prochiral enamides 10. The results showed that these new soluble polymeric catalysts exhibited high catalytic activity and enantioselectivity. Enantiomeric excesses (e.e.s) in the ranges 90–96% and 86–96% were achieved in the hydrogenation of 5 and 10, respectively. Furthermore, these catalysts could be recovered easily and the recycled catalysts were shown to maintain their efficiency in subsequent reactions.

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