176755-40-1Relevant articles and documents
A new reagent for the preparation of chiral HMGA (3-hydroxy-3-methylglutaric acid) esters and amides. Synthesis of (R)- and (S) -β-carboxymethyl-β-methyl-β-lactones by asymmetric desymmetrization of HMGA anhydride
Hashimoto, Kimiko,Kitaguchi, Jun-Ichi,Mizuno, Yasuhiro,Kobayashi, Tadao,Shirahama, Haruhisa
, p. 2275 - 2278 (1996)
(R)- and (S)-βarboxymethyl-β-methyl-β-lactones, new reagents for the preparation of chiral HMGA (3-hydroxy-3-methylglutaric acid) esters and amides were developed through the asymmetric desymmetrization of HMGA anhydride. The reagent was smoothly reactedwith various alkoxide without racemization to afford the desirable half-esters. On the other hand, the reaction with various amine in refluxing toluene gave a racemic amide. The chiral HMGA amide was prepared using the corresponding methyl ester of the reagent.