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A direct transformation of O-silyl groups into O-trichloroacetates. A novel synthetic approach to protein kinase C ligands: 1-oleoyl-2-acetyl- and 1-hexadecyl-2-acetyl-sn-glycerols |
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| Authors: | Stephan D Stamatov Martin Kullberg |
| Institution: | a Department of Chemical Technology, University of Plovdiv, 24 Tsar Assen Street, Plovdiv 4000, Bulgaria b Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, S-106 91 Stockholm, Sweden c Institute of Bioorganic Chemistry, Polish Academy of Sciences, Noskowskiego 12/14, 61-704 Poznan, Poland |
| Abstract: | A fluoride ion-promoted direct esterification of tert-butyldimethylsilyl- (TBDMS), or triisopropylsilyl (TIPS)-protected glycerol derivatives by means of trichloroacetic anhydride (TCAA), followed by removal of the trichloroacetyl transient protection, provides a new, efficient entry to stereochemically pure 1-oleoyl-2-acetyl- and 1-O-hexadecyl-2-acetyl-sn-glycerols. |
| Keywords: | Triethylamine tris(hydrofluoride) Trichloroacetic anhydride 1-Oleoyl-2-acetyl-sn-glycerol 1-O-Hexadecyl-2-acetyl-sn-glycerol Diglycerides Protein kinase C ligands |
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