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Highly enantioselective catalytic hydrogenation of a 5-amino-3,5-dioxopentanoic ester

Authors :
Andrushko, Vasyl
Andrushko, Natalia
König, Gerd
Börner, Armin
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Aug2008, Vol. 49 Issue 33, p4836-4839. 4p.
Publication Year :
2008

Abstract

Abstract: The highly enantioselective hydrogenation of methyl 4-tert-butylcarbamoyl-3-oxo-butyrate to the corresponding secondary alcohol, representing an interesting chiral building block, for example, for the synthesis of statins, has been investigated in the presence of homogeneous chiral Rh(I) and Ru(II) complexes bearing phosphine ligands. The highest enantioselectivity (up to 96%) was achieved with a [Ru((R)-BINAP)(p-cymene)Cl]Cl complex (sub./cat. ratio 100:1, 5bar H2, rt, MeOH). [Copyright &y& Elsevier]

Details

Language :
English
ISSN :
00404039
Volume :
49
Issue :
33
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
32981811
Full Text :
https://doi.org/10.1016/j.tetlet.2008.06.018