Synthesis of 1,2-cis-2-C-branched aryl-C-glucosides via desulfurization of carbohydrate based hemithioacetals.

Henok H Kinfe, Fanuel M Mebrahtu, Mandlenkosi M Manana, Kagiso Madumo, Mokela S Sokamisa

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Article in Beilstein journal of organic chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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0cells of the map it votes in

0citing papers in PubMed

0.3field-weighted citation impact, top 37% of its field

1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

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0 citing papers in PubMed, 6 citations in OpenAlex.

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5 · Who and what money

Authors and funding

5 authors at 1 institution in 1 country.

Henok H KinfeDepartment of Chemistry, University of Johannesburg, PO Box 524, Auckland Park 2006, South Africa.

Fanuel M MebrahtuDepartment of Chemistry, University of Johannesburg, PO Box 524, Auckland Park 2006, South Africa.

Mandlenkosi M MananaDepartment of Chemistry, University of Johannesburg, PO Box 524, Auckland Park 2006, South Africa.

Kagiso MadumoDepartment of Chemistry, University of Johannesburg, PO Box 524, Auckland Park 2006, South Africa.

Mokela S SokamisaDepartment of Chemistry, University of Johannesburg, PO Box 524, Auckland Park 2006, South Africa.

University of Johannesburg · ZA

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

1-C and 2-C-branched carbohydrates are present as substructures in a number of biologically important compounds. Although the synthesis of such carbohydrate derivatives is extensively studied, the synthesis of 1,2-cis-2-C-branched C-, S-, and N-glycosides is less explored. In this article a synthetic strategy for the synthesis of 1,2-cis-2-C-branched-aryl-C-glucosides is reported via a hydrogenolytic desulfurization of suitably orientated carbohydrate based hemithioacetals. 1,2-cis-2-Hydroxymethyl and 2-carbaldehyde of aryl-C-glucosides have been synthesized using the current strategy in very good yields. The 2-carbaldehyde-aryl-C-glucosides have been identified as suitable substrates for the stereospecific preparation of 2,3-unsaturated-aryl-C-glycosides (Ferrier products).

Indexed as

aryl-C-glucosidedesulfurizationFerrier producthemithioacetal

Identifiers

PMID26124859

DOI10.3762/bjoc.11.64

PMCPMC4464409

OpenAlexW1994217885

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.