Tetrahedron letters
A convenient general method for the synthesis of hydroxy diacids
C Chiruta, S Jachak, DLJ Clive
Index: Chiruta, Chandramouli; Jachak, Santosh; Clive, Derrick L.J. Tetrahedron Letters, 2007 , vol. 48, # 18 p. 3141 - 3143
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Abstract
Olefinic aldehydes and epoxides with terminal double bonds react with Grignard reagents, and the acetates made from the resulting alcohols undergo double bond cleavage on treatment with RuCl3· xH2O in the presence of NaIO4 to give acetoxy diacids. Hydrolysis with LiOH then affords hydroxy diacids.