Synlett

Synthesis of enantiomerically pure 4-substituted riboses

…, T Guyot, D Leese, R Glen, J Hart, X Zhang, R Fisher…

Index: Maddaford, Adrian; Guyot, Thierry; Leese, David; Glen, Rebecca; Hart, James; Zhang, Xiurong; Fisher, Ray; Middleton, Donald S.; Doherty, Cheryl L.; Smith, Nick N.; Pryde, David C.; Sutton, Scott C. Synlett, 2007 , # 20 p. 3149 - 3154

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Citation Number: 4

Abstract

Abstract An efficient and flexible synthesis of 4-substituted ribose analogues is described. The key step involves the simple addition of a Grignard reagent to a ketone derived from a commercially available ribose. The addition of a range of Grignard reagents proceeded in high yield and with complete stereocontrol, to provide a single enantiomer in every case, the identity of which was confirmed by single-crystal X-ray crystallography. This addition is ...

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