Hydrogenolysis of dioxolane-type diphenylmethylene acetals by a1cih2 to axial diphenylmethyl ethers

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Abstract

A series of dioxolane-type diphenylmethylene acetals of pyranosides was converted into axial diphenylrnethyl ethers in high yield using AIC1H2 as the reducing agent. AlH3 did not cleave the acetals, A1C12H regenerated both hydroxyl groups, and the intermediate diphenylmethyl ethers were also the substrates of this reagent.

Original languageEnglish
Pages (from-to)191-200
Number of pages10
JournalJournal of Carbohydrate Chemistry
Volume12
Issue number2
DOIs
Publication statusPublished - Mar 1 1993

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Acetals
Hydrogenolysis
Ethers
Reducing Agents
Hydroxyl Radical
Substrates
formal glycol

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

Cite this

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abstract = "A series of dioxolane-type diphenylmethylene acetals of pyranosides was converted into axial diphenylrnethyl ethers in high yield using AIC1H2 as the reducing agent. AlH3 did not cleave the acetals, A1C12H regenerated both hydroxyl groups, and the intermediate diphenylmethyl ethers were also the substrates of this reagent.",
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T1 - Hydrogenolysis of dioxolane-type diphenylmethylene acetals by a1cih2 to axial diphenylmethyl ethers

AU - Borbás, A.

AU - Hajkó, János

AU - Lipták, A.

AU - Kajtár-Peredy, M.

PY - 1993/3/1

Y1 - 1993/3/1

N2 - A series of dioxolane-type diphenylmethylene acetals of pyranosides was converted into axial diphenylrnethyl ethers in high yield using AIC1H2 as the reducing agent. AlH3 did not cleave the acetals, A1C12H regenerated both hydroxyl groups, and the intermediate diphenylmethyl ethers were also the substrates of this reagent.

AB - A series of dioxolane-type diphenylmethylene acetals of pyranosides was converted into axial diphenylrnethyl ethers in high yield using AIC1H2 as the reducing agent. AlH3 did not cleave the acetals, A1C12H regenerated both hydroxyl groups, and the intermediate diphenylmethyl ethers were also the substrates of this reagent.

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