Recyclable diguanidinium-BINAP and PEG-BINAP supported catalysts: syntheses and use in Rh(I) and Ru(II) asymmetric hydrogenation reactions

Authors
Guerreiro, P Ratovelomanana-Vidal, V Genet, JP Dellis, P
Citation
P. Guerreiro et al., Recyclable diguanidinium-BINAP and PEG-BINAP supported catalysts: syntheses and use in Rh(I) and Ru(II) asymmetric hydrogenation reactions, TETRAHEDR L, 42(20), 2001, pp. 3423-3426
Citations number
43
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
20
Year of publication
2001
Pages
3423 - 3426
Database
ISI
SICI code
0040-4039(20010514)42:20<3423:RDAPSC>2.0.ZU;2-2
Abstract
The syntheses of new recyclable cationic BINAP type ligand diguanidinium 1 and PEG-bound BINAP ligand 2 are described. The use of ethylene glycol inst ead of water increased the enantioselectivity in the ruthenium-promoted hyd rogenation reaction of functionalized ketones, These catalysts are highly a ctive (catalyst/substrate ratio up to 1:10 000, up to 99% e.e,), The rhodiu m-mediated hydrogenation of acetamidoacrylic acid was also examined using 1 and 3 as chiral auxiliaries, (C) 2001 Elsevier Science Ltd. All rights res erved.