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Glucal

About: Glucal is a research topic. Over the lifetime, 590 publications have been published within this topic receiving 8960 citations. The topic is also known as: D-glucal.


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Journal ArticleDOI
TL;DR: In this paper, the influence of different reaction media on the rates and regioselectivity of enzyme catalysis has been demonstrated, showing a marked regiodelectivity towards the formation of 4,6-di-O -acetyl-d -glucal.
Abstract: Lipase-mediated regioselective biotransformations such as hydrolysis and alcoholysis of 3,4,6-tri- O -acetyl- d -glucal, 1 have been studied in organic solvent, tetrahydrofuran (THF) and two different ionic liquids, namely 1-butyl-3-methylimidazolium hexafluorophosphate, [bmim]PF 6 and 1-butyl-3-methylimidazolium tetrafluoroborate, [bmim]BF 4 . The influence of different reaction media on the rates and regioselectivity of enzyme catalysis has been demonstrated. A marked regioselectivity towards the formation of 4,6-di- O -acetyl- d -glucal, 2 was observed in [bmim]PF 6 with 84% product formation after 6 h with 98% selectivity in hydrolysis and 48% after 8 h with 98% selectivity in alcoholysis.

36 citations

Journal ArticleDOI
TL;DR: In this paper, the cyclopropano glycals derived from glucal and galactal have been transformed into 2-deoxy-2-vinyl mannosides and Galactosides, which are potentially valuable branched chain sugars.

35 citations

Journal ArticleDOI
TL;DR: In this article, Butyldimethylsilyl chloride is used for direct 3,6-di-O -protection of D-glucal and D-galactal.

35 citations

Journal ArticleDOI
TL;DR: The α-phenylthioglycoside (α-PHG) as mentioned in this paper exists both in solution and in the solid state in a 1C4 conformation, in which the C-2, C-3, c-4 and C-5 substituents are all axial.

35 citations

Journal ArticleDOI
TL;DR: A method for the synthesis of a new family of 1-deoxy S-disaccharides has been established via free-radical hydrothiolation of glycals by sugar thiols (thiol-ene coupling) as mentioned in this paper.

34 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
20233
20224
20212
20204
20193
20186