Stereoselective palladium(0)-mediated synthesis of unsaturated 1,4-disaccharides

Article abstract of DOI:10.1080/07328309708006546

Unsaturated 1,4-disaccharides are obtained in quite good yields by alkylation of ethyl α-O-Δ²-glycosides, having a leaving group at C-4, with various 1-hydroxycarbohydrates in the presence of a catalytic amount of palladium(0). The reaction is regioand stereospecific for α-erythro enosides 3 and 5, and only stereospecific in the case of the β-threo enoside 7, alkylation occuring at C-4 and C-2 in this case.

Full text of DOI:10.1080/07328309708006546

This article was downloaded by: [Universidad de Sevilla]
On: 27 October 2014, At: 03:30
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954 Registered
office: Mortimer House, 37-41 Mortimer Street, London W1T 3JH, UK
Journal of Carbohydrate Chemistry
Publication details, including instructions for authors and
subscription information:
http://www.tandfonline.com/loi/lcar20
Stereoselective Palladium(0)-Mediated
Synthesis of Unsaturated 1,4-
Disaccharides
Isabelle Frappa a , Boguslaw Kryczka b , Paul Lhoste a , Stanislaw
Porwanski a b & Denis Sinou a
a Laboratoire de Synthèse Asymétrique, associé au CNRS, CPE Lyon,
Université Claude , Bernard Lyon I, 43, boulevard du 11 Novembre
1918, 69622, Villeurbanne, Cédex, France
b Department of Organic and Applied Chemistry , University of
Lodz , ul. Naturowicsa 68, 90-136, Lodz, Poland
Published online: 21 Aug 2006.
To cite this article: Isabelle Frappa , Boguslaw Kryczka , Paul Lhoste , Stanislaw Porwanski & Denis
Sinou (1997) Stereoselective Palladium(0)-Mediated Synthesis of Unsaturated 1,4-Disaccharides,
Journal of Carbohydrate Chemistry, 16:6, 891-910
To link to this article: http://dx.doi.org/10.1080/07328309708006546
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the information (the
“Content”) contained in the publications on our platform. However, Taylor & Francis,
our agents, and our licensors make no representations or warranties whatsoever as to
the accuracy, completeness, or suitability for any purpose of the Content. Any opinions
and views expressed in this publication are the opinions and views of the authors,
and are not the views of or endorsed by Taylor & Francis. The accuracy of the Content
should not be relied upon and should be independently verified with primary sources
of information. Taylor and Francis shall not be liable for any losses, actions, claims,
proceedings, demands, costs, expenses, damages, and other liabilities whatsoever or
howsoever caused arising directly or indirectly in connection with, in relation to or arising
out of the use of the Content.
This article may be used for research, teaching, and private study purposes. Any
substantial or systematic reproduction, redistribution, reselling, loan, sub-licensing,
systematic supply, or distribution in any form to anyone is expressly forbidden. Terms &

Conditions of access and use can be found at http://www.tandfonline.com/page/terms-
and-conditions