Topic
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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TL;DR: In this article, maleic anhydride (MAnh) was used to copolymerize tri-O-acetyl, tri-o-benzyl-, tri-obenezyl-D-glucal derivatives with MAnh to afford novel vinyl copolymers containing sugar residues in the main chain.
Abstract: Tri-O-acetyl-, tri-O-benzyl-, tri-O-methyl-D-glucal were copolymerized with maleic anhydride (MAnh) to afford novel vinyl copolymers containing sugar residues in the main chain. Tri-O-benzyl-D-glucal (TBG) showed higher copolymerization reactivity with MAnh than the other glucal derivatives. The copolymerization of TBG and MAnh was carried out at various monomer feed ratios to give the copolymers always rich in MAnh units. Both the complex and penultimate models could explain the compositional data, but the analysis of the copolymerization rate suggested the participation of the CT complex in the propagation.
3 citations
TL;DR: In this article, the conformation of the glucal ring in deuterium oxide and DMSO-d6 has been investigated by employing NMR techniques and molecular mechanics calculations.
3 citations
TL;DR: An efficient method for the conversion of 2,4,6-tri-O -acetyl-d -glucal to 2,3-unsaturated glycosides by using triflic acid on SiO 2 as catalyst has been established.
Abstract: An efficient method for the conversion of 2,4,6-tri- O -acetyl- d -glucal to 2,3-unsaturated glycosides by using triflic acid on SiO 2 as catalyst has been established. A series of 2,3-unsaturated glucosides were synthesized in good yield and high anomeric selectivity under transition metal-free conditions.
3 citations
TL;DR: In this paper, tri-O-acetyl-d -glucal 1 1 with several alcohols in the presence of catalytic amount of POM (K5CoW12O40·3H2O) as a heterogeneous, reusable, efficient and environmentally benign catalyst under neutral conditions and ambient temperature gave the corresponding 2,3-unsaturated glycopyranosides in excellent yields, with good anomeric selectivity.
Abstract: Treatment of tri-O-acetyl- d -glucal 1 1 with several alcohols in the presence of catalytic amount of POM (K5CoW12O40·3H2O) as a heterogeneous, reusable, efficient and environmentally benign catalyst under neutral conditions and ambient temperature gave the corresponding 2,3-unsaturated glycopyranosides in excellent yields, with good anomeric selectivity. This catalyst proved to be not efficient for phenols.
3 citations
TL;DR: In this paper, an expedient synthetic method for O-glycosidation of 3,4,6-tri- O-acetyl -D- glucal for the synthesis of 2,3-unsaturated O- glycosides using bromodimethylsulfonium bromide (BDMS) as a pre-catalyst through Ferrier rearrangement.
Abstract: An expedient synthetic method has been developed for O-glycosidation of 3,4,6-tri- O-acetyl -D- glucal for the synthesis of 2,3-unsaturated O-glycosides using bromodimethylsulfonium bromide (BDMS) as a pre-catalyst through Ferrier rearrangement. Some of the salient features of the present protocol are mild reaction conditions, shor ter reaction time, easy work-up procedure, high α-selectivity and good yields.
3 citations