Mechanism of regioselective Mitsunobu thiofunctionalization of pentofuranoses

Article abstract of DOI:10.1080/07328309708006514

Triphenylphosphine and diethyl azodicarboxylate react with 1,2-O-isopropylidene-α-D-xylo-(1) and ribofuranose (2) to give six-membered-ring phosphoranes. Xylofuranose 1 undergoes cyclodehydration to produce oxetane 17 in 85% yield, but ribofuranose 2 give

Full text of DOI:10.1080/07328309708006514

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Journal of Carbohydrate Chemistry
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Mechanism of Regioselective Mitsunobu
Thiofunctionalization of Pentofuranoses
Jitka Moravcová a , Patrick Rollin b , Christelle Lorin b , Vincent
c
Gardon b , Jindra Čapková a & Jiří Mazáč
a Department of Chemistry of Natural Compounds , Institute of
Chemical Technology , Technická 5, 166 28, Prague, Czech Republic
b Institut de Chimie Organique et Analytique, URA 499, Université
d'Orléans , B.P. 6759, 45067, Orléans, France
c Central Laboratories , Institute of Chemical Technology , Technická
5, 166 28, Prague, Czech Republic
Published online: 21 Aug 2006.
To cite this article: Jitka Moravcová , Patrick Rollin , Christelle Lorin , Vincent Gardon , Jindra
Čapková & Jiří Mazáč (1997) Mechanism of Regioselective Mitsunobu Thiofunctionalization of
Pentofuranoses, Journal of Carbohydrate Chemistry, 16:2, 113-127, DOI: 10.1080/07328309708006514
To link to this article: http://dx.doi.org/10.1080/07328309708006514
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