New building blocks for peptide and depsipeptide synthesis: hexafluoroacetone protected l-homoisoserine and d,l-homoisocysteine derivatives |
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| Authors: | Gábor RadicsRaul Pires Beate KokschSalah M El-Kousy Klaus Burger |
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| Institution: | a Department of Organic Chemistry, University of Leipzig, Johannisallee 29, D-04103 Leipzig, Germany
b Faculty of Science, Minufiya University, Shebin El-Kom, Egypt |
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| Abstract: | Efficient syntheses of l-homoisoserine and d,l-homoisocysteine derivatives starting from l-malic and d,l-thiomalic acid using hexafluoroacetone as protecting and activating agent are described. The new compounds are interesting building blocks for the preparation of non-natural peptides and depsipeptides as well as for the construction of new GABA derivatives. |
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| Keywords: | l-homoisoserine" target="_blank">l-homoisoserine d" target="_blank">d l-homoisocysteine" target="_blank">l-homoisocysteine GABA derivatives peptide modification Wolff rearrangement Curtius rearrangement |
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