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Novel synthesis of L-ribose from D-mannono-1,4-lactone
Hideyo Takahashi1, Yoshinori Iwai, Yuko Hitomi
1Faculty of Pharmaceutical Sciences, Teikyo University, Sagamiko, Kanagawa 199-0195, Japan.
Organic Letters
|July 6, 2002
Abstract:
[reaction: see text] D-Mannono-1,4-lactone was efficiently converted into L-ribose in eight steps. A key step of this synthesis is the cyclization of a gamma-hydroxyalkoxamate under Mitsunobu conditions. It is noteworthy that the O-alkylation product was obtained in 94% yield and that none of the N-alkylation product was detected in this cyclization.