- On the Dimerization Reaction of N-(Arylmethylene)dehydroalanine Methyl Esters
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N-(Arylmethylene)dehydroalanine esters are highly reactive compounds.They dimerize in a cycloaddition reaction (Diels-Alder reaction) yielding rac-3,4,5,6-tetrahydropyridine derivatives 2, which can be isolated under suitable conditions.In solution
- Wulff, Guenter,Lindner, Hans Joerg,Boehnke, Helmut,Steigel, Alois,Klinken, Heinz Theo
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p. 527 - 532
(2007/10/02)
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- Synthesis of N-(Arylmethylene)dehydroalanine Methyl Esters and Their Application as Building Blocks in the Syntheses of Amino Acids
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Starting with serine, the useful N-(arylmethylene)dehydroalanine methyl esters 6 have been synthesized.These compounds react with nucleophiles in a Michael fashion to give the amino acid derivatives 8 and 9. - Hence, the Michael addition of diorganocopper (I) reagents as C nucleophiles to 6a yielding 9 provides a new method of amino acid synthesis.The extent of the desired 1,4 addition varies with the nature of the reagent and is dependent on several experimental parameters, viz: type of Cu (I) salt, complexing ligands, solvent, and temperature.
- Wulff, Guenter,Boehnke, Helmut,Klinken, Heinz Theo
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p. 501 - 506
(2007/10/02)
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