Journal ArticleDOI
Reaction of unsaturated carbohydrate derivatives with methanol and boron trifluoride
TLDR
Treatment of 3,4-di-O-benzoyl-1,2-dideoxy-d-threo-pent-1-enopyranose, or the corresponding d-erythro compound, with methanol in the presence of boron trifluoride gives methyl 4- oedipine-2,3-didoxy- d-glycero-enthusiastside (3) as the mainAbout:
This article is published in Carbohydrate Research.The article was published on 1971-11-01. It has received 15 citations till now. The article focuses on the topics: Boron trifluoride & Methanol.read more
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Journal ArticleDOI
The acid-catalysed reaction of thiols with alkyl 2,3-dideoxy-glyc-2-enopyranosides or glycals
TL;DR: A rationalization of the substitution reactions of 1,2- and 2,3-unsaturated sugars based on HSAB principle has been proposed in this article, where cross experiments have confirmed the intermediacy of the allylic carbocation in the reaction.
Reference EntryDOI
Transformation of Glycals into 2,3‐Unsaturated Glycosyl Derivatives
Robert J. Ferrier,Oleg A. Zubkov +1 more
TL;DR: Various elimination procedures conducted on appropriate pyranoid and furanoid carbohydrate derivatives, especially on O-protected glycosyl halides afford cyclic vinyl ethers which Fischer (inappropriately) named glycals, form the major part of this chapter.
Journal ArticleDOI
Chemistry of xylopyranosides.
Karin Thorsheim,Anna Siegbahn,Richard Johnsson,Henrik Stålbrand,Sophie Manner,Göran Widmalm,Ulf Ellervik +6 more
TL;DR: The scope of this review is to describe synthesis of xylopyranosyl donors, as well as protective group chemistry, modifications, and conformational analysis ofxylose, one of the most abundant carbohydrates on Earth.
Journal ArticleDOI
Ring location in cyclopropane fatty acid esters by boron trifluoride-catalyzed methoxylation followed by mass spectroscopy
TL;DR: In this article, gas chromatography results showed that methoxylated esters are characterized by intense peaks due to cleavage adjacent to methoxy-functions which allow the position of the ring in the original cyclopropane ester to be easily assigned.
Journal ArticleDOI
Cation-Exchange resin-catalyzed addition of methanol to benzoylated 1,5-anhydro-2-deoxy-d-hex-1-enitols
TL;DR: In this article, 1,5-Anhydro-3,4,6-tri-O-benzoyl-2,3-dideoxy-α-d -threo-hex-2-enopyranose having the oH5 conformation was analyzed in terms of its J1,3, J2,4 and J4,5 coupling constants.
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Journal ArticleDOI
Anomeric deoxy and unsaturated methyl pentofuranosides and pentopyranosides
TL;DR: Both the anomers for methyl 2,3-dideoxy-D-glycero-pent-2-enofuranoside were characterized and hydrogenated to the corresponding methyl 2.3-Dideoxy D-Glycero -G-G-O-pentofuranides as mentioned in this paper.