Synthesis of the first water-soluble chiral tetrahydroxy diphosphine Rh(I)catalyst for enantioselective hydrogenation

Authors
Holz, J Heller, D Sturmer, R Borner, A
Citation
J. Holz et al., Synthesis of the first water-soluble chiral tetrahydroxy diphosphine Rh(I)catalyst for enantioselective hydrogenation, TETRAHEDR L, 40(39), 1999, pp. 7059-7062
Citations number
30
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
39
Year of publication
1999
Pages
7059 - 7062
Database
ISI
SICI code
0040-4039(19990924)40:39<7059:SOTFWC>2.0.ZU;2-2
Abstract
The synthesis of the first chiral polyhydroxy diphosphine-Rh(I) catalyst fo r asymmetric hydrogenation is described. Based on a simple synthetic pathwa y starting from D-mannitol the new metal complex is constructed. A special feature of the approach is the protection of the air-sensitive phosphine gr oups by the catalytically active metal in the final synthetic steps. Theref ore, tedious P-protection-deprotection procedures could be advantageously a voided. The new water-soluble catalyst hydrogenates functionalized olefins by up to 99.6% ee in water as solvent. (C) 1999 Elsevier Science Ltd. All r ights reserved.