|
|||||
|
|
Stereospecific and regioselective opening of an oxirane system. A new efficient entry to 1- or 3-monoacyl- and 1- or 3-monoalkyl-sn-glycerols |
|
| Authors: | Stephan D. Stamatov |
| Affiliation: | 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: | Acyl or alkyl glycidols in the presence of trifluoroacetic anhydride (TFAA) and trifluoroacetate anions, undergo a regioselective and stereospecific opening of the oxirane system to produce the bis(trifluoroacetylated) derivatives, from which the corresponding 1(3)-monoacyl-sn-glycerols or 1(3)-monoalkyl-sn-glycerols can be obtained directly in high purity (>99%) and in quantitative yields. |
| Keywords: | 1(3)-Monoacyl-sn-glycerols 1(3)-Monoalkyl-sn-glycerols Glycidyl oleate 2-(Hexadecyloxymethyl)oxirane Trifluoroacetic anhydride |
| 本文献已被 ScienceDirect 等数据库收录！ | |