HCl/DMF for enhanced chemoselectivity in catalytic hydrogenolysis reactions
(2010) In Tetrahedron Letters 51(39). p.5200-5202- Abstract
- 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.
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/1694040
- author
- Ochocinska, Agata
LU
; Siegbahn, Anna
LU
and Ellervik, Ulf
LU
- organization
- publishing date
- 2010
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Tetrahedron Letters
- volume
- 51
- issue
- 39
- pages
- 5200 - 5202
- publisher
- Elsevier
- external identifiers
-
- wos:000282150800026
- scopus:77956231314
- ISSN
- 0040-4039
- DOI
- 10.1016/j.tetlet.2010.07.142
- language
- English
- LU publication?
- yes
- additional info
- The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)
- id
- 3c885513-2cb9-4780-ba22-030534847cad (old id 1694040)
- date added to LUP
- 2016-04-01 13:51:42
- date last changed
- 2024-01-09 19:43:52
@article{3c885513-2cb9-4780-ba22-030534847cad, abstract = {{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.}}, author = {{Ochocinska, Agata and Siegbahn, Anna and Ellervik, Ulf}}, issn = {{0040-4039}}, language = {{eng}}, number = {{39}}, pages = {{5200--5202}}, publisher = {{Elsevier}}, series = {{Tetrahedron Letters}}, title = {{HCl/DMF for enhanced chemoselectivity in catalytic hydrogenolysis reactions}}, url = {{http://dx.doi.org/10.1016/j.tetlet.2010.07.142}}, doi = {{10.1016/j.tetlet.2010.07.142}}, volume = {{51}}, year = {{2010}}, }