Regioselective opening of an oxirane system with trifluoroacetic anhydride. A general method for the synthesis of 2-monoacyl-and 1, 3-symmetrical triacylglycerols
SD Stamatov, J Stawinski
Index: Stamatov, Stephan D.; Stawinski, Jacek Tetrahedron, 2005 , vol. 61, # 15 p. 3659 - 3669
Full Text: HTML
Citation Number: 26
Abstract
A trifluoroacetic anhydride-catalyzed opening of the oxirane system of glycidyl esters with a simultaneous migration of the acyl group provides a new, efficient entry to either 2- monoacylglycerols (2-MAG) or 1, 3-symmetrical triglycerides (1, 3-STG) as potential prodrug frameworks.
Related Articles:
[Mukaiyama, Teruaki; Imagawa, Kiyomi; Yamada, Tohru; Takai, Toshihiro Chemistry Letters, 1992 , # 2 p. 231 - 234]
[Yasukawa, Tomohiro; Miyamura, Hiroyuki; Kobayashi, Shu Chemistry - An Asian Journal, 2011 , vol. 6, # 2 p. 621 - 627]
Desymmetrization of meso??Glycerol Derivatives Induced by L??Histidine??Derived Acylation Catalysts
[Sakakura, Akira; Umemura, Shuhei; Ishihara, Kazuaki Advanced Synthesis and Catalysis, 2011 , vol. 353, # 11-12 p. 1938 - 1942]
A simple electrochemical oxidation of aldehyde acetals to esters in neutral solution.
[Masui, Masaichiro; Kawaguchi, Tetsuo; Yoshida, Sumiko; Ozaki, Shigeko Chemical and Pharmaceutical Bulletin, 1986 , vol. 34, # 4 p. 1837 - 1839]