Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Short Paper | Special issue | Vol 88, No. 2, 2014, pp.1587-1594
Published online, 30th September, 2013
DOI: 10.3987/COM-13-S(S)99
■ Glycosidation Reactions of Benzyl-Type Selenoglycoside Donors

Masanori Menjo, Hideki Tamai, Hiromune Ando,* Hideharu Ishida, Mamoru Koketsu, and Makoto Kiso*

*Faculty of Applied Biological Sciences, Gifu University , 1-1 Yanagido, Gifu, Gifu 501-1193, Japan

Abstract

p-Methoxybenzyl (PMB), and p-nitrobenzyl (PNB) selenoglycosides of glucose were synthesized, and their glycosidation reactions were investigated. The Bn and PNB derivatives were successfully activated with IBr-AgClO4 to provide the glycosylated products in high yields. The glycosidation with the PMB derivatives required promotion with a metal triflate, such as (CuOTf)2·PhMe or In(OTf)3, and afforded the glycosylated products in medium to high yields.