Hexafluoroacetone as a Protecting and Activating Reagent. Regioselective Esterification of Aspartic, Malic, and Thiomalic Acid |
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| Authors: | Ksenia Pumpor Elisabeth Windeisen Jan Spengler Fernando Albericio Klaus Burger |
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| Affiliation: | (1) Institute for Research in Biomedicine, Barcelona Science Park, Baldiri Reixac 10, 08028 Barcelona, Spain;(2) CIBER-BBN, Networking Centre on Bioengineering Biomaterials and Nanomedicine, Barcelona Science Park, University of Barcelona, Baldiri Reixac 10, 08028 Barcelona, Spain;(3) Department of Organic Chemistry, University of Barcelona, Mart? i Franqu?s 1-11, 08028 Barcelona, Spain |
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| Abstract: | Hexafluoroacetone reacts with  -functionalized , -dicarboxy acids like aspartic, malic, and thiomalic acid to give exclusively five-membered lactones. The -carboxylic groups remain unaffected and can be derivatized separately. They can be linked i.a. to orthogonal protecting groups or multivalent alcohols like pentaerythritol to give synthetically valuable building blocks. |
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