One-Pot Synthesis of 1, 2, 3-Triols from Allylic Hydroperoxides and a Catalytic Amount of OsO4 in Aqueous Acetone

C Alp, U Atmaca, M Celik, MS Gültekin

Index: Alp, Cemalettin; Atmaca, Ufuk; Celik, Murat; Gueltekin, Mehmet Serdar Synlett, 2009 , # 17 p. 2765 - 2768

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Citation Number: 3

Abstract

Abstract Allylic hydroperoxides were converted into the corresponding triols in the presence of a catalytic amount of OsO 4. The present reaction involves regeneration of active osmium species by the hydroperoxide functionality and occurs in a diastereoselective manner to form triols in high yields. A plausible mechanism for the formation of 1, 2, 3-triols from allylic hydroperoxide is presented.