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Issue 29, 2008
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Synthesis of 4a-carba-α-D-lyxofuranose from 2,3-O-isopropylidene-L-erythruronolactone via Tebbe-mediated cascade reaction

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Abstract

A new, efficient and highly diastereoselective approach for the synthesis of 1,2,3,5-tetraacetylcarba-α-D-lyxofuranose14 from D-ribose is reported via one-pot conversion of 5 to 1 using Tebbe reagent which involves a cascade reaction sequence of methylenation, cleavage of isopropyl group, carbocyclization and again methylenation.

Graphical abstract: Synthesis of 4a-carba-α-d-lyxofuranose from 2,3-O-isopropylidene-l-erythruronolactone via Tebbe-mediated cascade reaction

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Publication details

The article was received on 12 Feb 2008, accepted on 21 Apr 2008 and first published on 21 May 2008


Article type: Communication
DOI: 10.1039/B802418A
Citation: Chem. Commun., 2008,0, 3423-3425

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    Synthesis of 4a-carba-α-D-lyxofuranose from 2,3-O-isopropylidene-L-erythruronolactone via Tebbe-mediated cascade reaction

    G. Prasad Mishra, G. Venkata Ramana and B. Venkateswara Rao, Chem. Commun., 2008, 0, 3423
    DOI: 10.1039/B802418A

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