Synthesis of enantiomerically pure (S)-(+)-3-hydroxytetrahydrofuran, and its (R)-enantiomer, from malic or tartaric acid

…, AM Van Leusen, H Wynberg

Index: Tandon, Vishnu K.; Leusen, Albert M. van; Wynberg, Hans Journal of Organic Chemistry, 1983 , vol. 48, # 16 p. 2767 - 2769

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Citation Number: 35

Abstract

Conclusions We have demonstrated the facile reaction of nitro-and nitrosoalkanes with iodotrimethylsilane, where the reaction is initiated by the formation of a strong bond between silicon and oxygen. The deoxygenation reactions OCCUT due to the excellent reducing power of iodide. The strong affinity of silicon for oxygen and the reducing power of iodide has allowed us to develop a mild, neutral method to convert secondary nitroalkanes to ...