Reduction of sugar lactones to hemiacetals with lithium triethylborohydride.

Cesar Gonzalez, Sam Kavoosi, Andersson Sanchez, Stanislaw F Wnuk

Abstract read

In one paragraph

Article in Carbohydrate research, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it

0cells of the map it votes in

1citing papers in PubMed

–field-weighted citation impact

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

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

1 citing paper in PubMed.

Pharmacophore Directed Retrosynthesis Applied to Waixenicin A: Synthesis and Bioactivity of Derivatives Bearing a Minimal Proposed Pharmacophore.Organic letters · 2026
Article

4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

4 authors.

Cesar GonzalezDepartment of Chemistry & Biochemistry, Florida International University, Miami, FL 33199, USA.

Sam KavoosiDepartment of Chemistry & Biochemistry, Florida International University, Miami, FL 33199, USA.

Andersson SanchezDepartment of Chemistry & Biochemistry, Florida International University, Miami, FL 33199, USA.

Stanislaw F WnukDepartment of Chemistry & Biochemistry, Florida International University, Miami, FL 33199, USA. Electronic address: wnuk@fiu.edu.

Funding

Nucleoside and Carbohydrate-based Enzyme InhibitorsSC1CA138176 · NCI · FLORIDA INTERNATIONAL UNIVERSITY · PI WNUK, STANISLAW F · 2008 to 2011

$818k

NCI NIH HHS SC1 CA138176

6 · The paper itself

Abstract

Reduction of ribono-1,4-lactones and gulono-1,4-lactone as well as ribono-1,5-lactone and glucono-1,5-lactones with LTBH (1.2 equiv.) in CH2Cl2 at 0 °C for 30 min provided the corresponding pentose or hexose hemiacetals in high yields. Commonly used in carbohydrate chemistry protecting groups such as trityl, benzyl, silyl, acetals and to some extent acyls are compatible with this reduction.

Indexed as

AcetalsBorohydridesGluconatesLactonesLithiumMolecular StructureOxidation-ReductionRiboseAcetalsbeta-glucono-1,5-lactoneBorohydridesGluconatesLactonesLithiumribonolactoneRiboseHemiacetalsLithium triethylborohydrideReductionSugar lactolsSugar lactonesSuper-hydride

Identifiers

PMID27341397

DOI10.1016/j.carres.2016.06.002

PMCPMC4975962

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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.