Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 43, 2013 - Issue 11
356
Views
5
CrossRef citations to date
0
Altmetric
Original Articles

Synthesis of a Dual-Purpose 2-Deoxy-2-fluoro-glucopyranosyl Building Block

, , &
Pages 1557-1562 | Received 23 Nov 2011, Published online: 06 Mar 2013
 

Abstract

We demonstrate a straightforward route to 1,3,6-tri-O-acetyl-4-O-benzyl-2-deoxy-2-fluoro-D-glucopyranose through potassium hydrogen fluoride opening of a Černý epoxide under microwave irradiation followed by acetolysis. The fluoroglucose building block was used as a key intermediate in the synthesis of 2,2′-dideoxy-2,2′-difluoromaltose.

Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.

GRAPHICAL ABSTRACT

ACKNOWLEDGMENTS

We are grateful for support from the Carlsberg Foundation and the OChem Graduate School, Aarhus University.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.