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A Short and Efficient Synthesis of 5-Hydroxymethylcyclopent-2-Enol from D-Glucose and its Elaboration to the Carbanucleoside (-)-Carbovir

IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata

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Title A Short and Efficient Synthesis of 5-Hydroxymethylcyclopent-2-Enol from D-Glucose and its Elaboration to the Carbanucleoside (-)-Carbovir
 
Creator Roy, Biswajit G
Jana, Prithwish Kumar
Achari, Basudeb
Mandal, Sukhendu B
 
Subject Chemistry
 
Description Introduction of an allyl functionality at C-3 of 1,2:5,6-di-O-isopropylidene-a-D-glucofuranose followed by olefination at C-5 and C-6 provided 1,6-diene 5 which, upon ring closing metathesis and subsequent functional group manipulation, furnished the key cyclopentene diacetate 7, which was elaborated to carbanucleoside (-)-carbovir 1.
 
Publisher Elsevier
 
Date 2007
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/1406/1/TETRAHEDRON_LETTERS___48_(9)1563%2D1566;2007[110].pdf
Roy, Biswajit G and Jana, Prithwish Kumar and Achari, Basudeb and Mandal, Sukhendu B (2007) A Short and Efficient Synthesis of 5-Hydroxymethylcyclopent-2-Enol from D-Glucose and its Elaboration to the Carbanucleoside (-)-Carbovir. Tetrahedron Letters, 48 (9). pp. 1563-1566.
 
Relation http://dx.doi.org/10.1016/j.tetlet.2007.01.016
http://www.eprints.iicb.res.in/1406/