Reducing oligosaccharides via glycal assembly: On the remarkable stability of anomeric hydroxyl groups to global deprotection with sodium in liquid ammonia Journal Article

  

Authors:	Iserloh, U.; Dudkin, V.; Wang, Z. G.; Danishefsky, S. J.
Article Title:	Reducing oligosaccharides via glycal assembly: On the remarkable stability of anomeric hydroxyl groups to global deprotection with sodium in liquid ammonia
Abstract:	Several partially benzylated 1-hydroxy sugars were rapidly deprotected by sodium/liquid ammonia. The terminal hemiketal linkage of the substrates remained intact under these conditions and does not generate ring-opened alditols. Peracetylated glucose and glucosamine derivatives were obtained in 64-79% isolated yields. © 2002 Published by Elsevier Science Ltd.
Keywords:	methodology; sodium; hydrolysis; acetylation; reaction time; oligosaccharide; deprotection reaction; ammonia; hydroxyl group; article; glucosamine derivative; glucose derivative
Journal Title:	Tetrahedron Letters
Volume:	43
Issue:	39
ISSN:	0040-4039
Publisher:	Pergamon-Elsevier Science Ltd
Date Published:	2002-09-23
Start Page:	7027
End Page:	7030
Language:	English
DOI:	10.1016/s0040-4039(02)01551-4
PROVIDER:	scopus
DOI/URL:	http://www.scopus.com/inward/record.url?eid=2-s2.0-0037163286&partnerID=40&md5=4c53f14b8f6db8eb4291fd35e0b6988c
Notes:	Export Date: 14 November 2014 -- Source: Scopus

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