HCl/DMF for enhanced chemoselectivity in catalytic hydrogenolysis reactions

Summary, in English

An improved, chemoselective hydrogenolysis method has been developed. By employing a solvent-acid combination (i.e., DMF-aq HCl) we were able to favor debenzylation rather than aromatic hydrogenation and acid-mediated bond cleavage which are the two main drawbacks of these reactions. The generality of the method, which was primarily developed as a solution to a carbohydrate problem, is shown by the successful hydrogenolysis of 1,8-naphthalide, a previously unsolved problem. (C) 2010 Elsevier Ltd. All rights reserved.

• Författare: Agata Ochocinska; Anna Siegbahn; Ulf Ellervik
• Avdelning/ar: Centrum för analys och syntes
• Publiceringsår: 2010
• Språk: Engelska
• Sidor: 5200-5202
• Publikation/Tidskrift/Serie: Tetrahedron Letters
• Volym: 51
• Issue: 39
• Länkar: http://dx.doi.org/10.1016/j.tetlet.2010.07.142
• Dokumenttyp: Artikel i tidskrift
• Förlag: Elsevier
• Ämne: Organic Chemistry
• Status: Published
• ISBN/ISSN/Övrigt: ISSN: 0040-4039