Stereoselective synthesis of 4-O-(2-acetamido-2-deoxy-β-D-talopyranosyl)-D-glucose derivatives from lactose

Article abstract of DOI:10.1080/07328300008544066

The 6-O-trityl derivative of 2,3:5,6:3′,4′-O-isopropylidenelactose dimethyl acetal (1) was converted through an oxidation/oximation/reduction sequence involving the free 2-OH group of the D-galactose moiety into the protected disaccharide 5 in up to 75% y

Full text of DOI:10.1080/07328300008544066

This article was downloaded by: [University of Newcastle, Australia]
On: 28 December 2014, At: 16:18
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 Synthesis of 4-
O-(2-Acetamido-2-Deoxy-β-D-
Talopyranosyl)-D-Glucose Derivatives
from Lactose
Pier Luigi Barili , Giancarlo Berti , Giorgio Catelani , Felicia
D'Andrea & Leonardo Puccioni
a Dipartimento di Chimica Bioorganica e Biofarmacia, ,
Università di Pisa , Via Bonanno, 33 - I-56126, Pisa, (Italy) E-
mail:
b Dipartimento di Chimica Bioorganica e Biofarmacia, ,
Università di Pisa , Via Bonanno, 33 - I-56126, Pisa, (Italy) E-
mail:
c Dipartimento di Chimica Bioorganica e Biofarmacia, ,
Università di Pisa , Via Bonanno, 33 - I-56126, Pisa, (Italy) E-
mail:
d Dipartimento di Chimica Bioorganica e Biofarmacia, ,
Università di Pisa , Via Bonanno, 33 - I-56126, Pisa, (Italy) E-
mail:
e Dipartimento di Chimica Bioorganica e Biofarmacia, ,
Università di Pisa , Via Bonanno, 33 - I-56126, Pisa, (Italy) E-
mail:
Published online: 27 Feb 2008.
To cite this article: Pier Luigi Barili , Giancarlo Berti , Giorgio Catelani , Felicia D'Andrea
& Leonardo Puccioni (2000) Stereoselective Synthesis of 4-O-(2-Acetamido-2-Deoxy-β-D-
Talopyranosyl)-D-Glucose Derivatives from Lactose, Journal of Carbohydrate Chemistry, 19:1,
79-91, DOI: 10.1080/07328300008544066
To link to this article: http://dx.doi.org/10.1080/07328300008544066
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