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Synthesis of novel β-substituted α,β-dehydroamino acid derivatives

✍ Scribed by Paula M.T Ferreira; Hernâni L.S Maia; Luı́s S Monteiro; Joana Sacramento

Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 88 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01271-5

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✦ Synopsis

b-Substituted a,b-dehydroamino acids are synthesised in high yields by a Michael addition of heterocyclic nucleophiles to the methyl esters of N-tert-butyloxycarbonyl,N-(4-toluenesulfonyl)dehydroamino acids, followed by a base-induced elimination of the 4-toluenesulfonyl group with regeneration of the a,b-double bond.

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