N-Acyl-α-triphenylphosphonioglycinates in the synthesis of α,β-dehydro-α-amino acid derivatives
N-Acyl-α-triphenylphosphonioglycinates when treated with triethylamine are transformed to an equilibrium mixture of the corresponding N-acyliminoacetates and N-acyl-α-triphenylphosphoranylideneglycinates. Wittig reaction of the latter ylides with aromatic and aliphatic aldehydes or ketones enables a new easy entry to N-acyl-α,β-dehydro-α-amino acid esters. Springer-Verlag 2004.
Reaction of N-acyl-α-triphenylphosphonio-α-amino acid esters with organic bases: Mechanism of the base-catalyzed nucleophilic substitution of the triphenylphosphonium group
Reactions of N-acyl-α-triphenylphosphonio-α-amino acid methyl esters with organic bases (triethylamine or DBU) were investigated as the crucial step of the base-catalyzed displacement of the triphenylphosphonium group by nucleophiles. It was proved that N
Mazurkiewicz, Roman,Grymel, Miroslawa
p. 1197 - 1204
(2007/10/03)
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