PDF icon Download PDF
Synthesis 1996; 1996(3): 349-352
DOI: 10.1055/s-1996-4210
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

The Solvent Dependence of the Diastereoselective Hydrogenation of 2- and 2,5-Substituted Furylcarbinols on a Raney Nickel Contact

Andreas Gypser, Hans-Dieter Scharf*
  • *Institut für Organische Chemie der Technischen Hochschule Aachen, Professor-Pirlet-Str. 1, D-52056 Aachen, Germany, Fax +49(241)8888127
Further Information

Publication History

Publication Date:
31 December 2000 (online)

 PDF Download  Permissions and Reprints All articles of this category
Preview

The diastereoselective hydrogenation of 2,5-disubstituted furans on a Raney nickel contact provides an easy access to tetrahydrofurylcarbinols 3 and 4. Due to the alcohol used as solvent it is possible to influence the direction of the stereoselection process (erythro vs. threo). The highest diastereoselectivities reached till now are in the range of 70%.

diastereoselective hydrogenation - 2,5-disubstituted furans - Raney nickel - tetrahydrofurylcarbinols - solvent dependence