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Glycal

About: Glycal is a research topic. Over the lifetime, 897 publications have been published within this topic receiving 17422 citations.


Papers
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Journal ArticleDOI
TL;DR: This manuscript reports the first carbohydrate based approach to the synthesis of (+)-bulgecinine and the whole sequence has been accomplished with complete stereochemical integrity without the formation of mixture of products in any of these steps.

2 citations

Journal ArticleDOI
TL;DR: The title compound containing dihydroceramide as a ligand for CD1d was accomplished using the mannosyl, glucosaminyl, and fucosyl donors, and a sphinganine analogue, as suitable building blocks.

2 citations

Journal ArticleDOI
TL;DR: Fusion of the glycal 3 and purines/pyrimidines without acid catalyst provides anomeric mixtures of the 2′,3′-unsaturated pentopyranosyl nucleosides 4, which have been worked out to furnish the 3′-hydroxymethyl analogues, e.g. 5.
Abstract: Fusion of the glycal 3 and purines/pyrimidines without acid catalyst provides anomeric mixtures of the 2′,3′-unsaturated pentopyranosyl nucleosides 4, which have been worked out to furnish the 3′-hydroxymethyl analogues, e.g. 5.

2 citations

Journal ArticleDOI
TL;DR: In this paper, O-acetylated glycal esters of Kdo mono-, α-2→8)- and α-(2→4)- linked Kdo disaccharide derivatives 1a - c with NIS in acetic acid afforded good yields of trans-diaxial as well as minor amounts of transdiequatorial and cis-configured 2-Oacetyl-3deoxy-3-iodo derivatives.
Abstract: Addition reactions of O-acetylated glycal esters of Kdo mono-, α-(2→8)- and α-(2→4)- linked Kdo disaccharide derivatives 1a - c with NIS in acetic acid afforded good yields of trans-diaxial as well as minor amounts of trans-diequatorial and cis-configured 2-O-acetyl-3-deoxy-3-iodo derivatives, which were efficiently reduced with Bu3SnH/AIBN to give the corresponding per-O-acetylated Kdo methyl ester derivatives. Similar reactions of 1a with NBS or NCS furnished the trans-diaxial 2-O-acetyl-3-bromo-3-deoxy- as well as 3-chloro-3-deoxy derivatives as the main products. Reaction of 1a with NBS in aqueous MeCN provided the 2,3-trans-bromohydrin derivative 11c, which upon treatment with DBU in MeCN gave the elimination product 11 and the α-2,3-anhydro derivative 12 as a suitable donor of glycosides with D-glycero-D-talo- or D-glycero-D-galacto configuration, respectively.

2 citations

Journal ArticleDOI
TL;DR: In this paper, the authors investigated the effect of the transition states on the selectivity of a diastereoisomeric d,l-6-deoxy-N-Cbz-imino glycal-derived allyl N-nosyl aziridines.

2 citations

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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
202312
202211
202111
202011
20197
201819