Expedient synthesis of α-substituted α,β-unsaturated γ-amino acids (dipeptide mimetics); Wittig reaction of α-amino aldehydes with α- substituted alkoxycarbonyl phosphoranes

Article abstract of DOI:10.1080/00397919908086084

Reacting ethoxycarbonyl triphenyl phosphorane with activated alkylhalides in chloroform gave the ylides 4 - 12. They react smoothly and in general without racemisation with α-amino aldehydes resulting in the dipeptide mimetics 15 - 25. Exceptions are the

Full text of DOI:10.1080/00397919908086084

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Synthetic Communications: An
International Journal for Rapid
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Organic Chemistry
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Expedient Synthesis of α-
Substituted α, β- Unsaturated
γ-Amino Acids (Dipeptide
Mimetics); Wittig Reaction of
α-Amino Aldehydes with α-
Substituted Alkoxycarbonyl
Phosphoranes
Dieter Scholz a , Sabine Weber-roth a , Elena
Macoratti a & Eric Francotte b
a Novartis Pharma AG, Forschungsinstitut , A-1235,
Vienna
b Novartis Pharma AG, Core Technology , CH-4002,
Basle
Published online: 17 Sep 2007.
To cite this article: Dieter Scholz , Sabine Weber-roth , Elena Macoratti & Eric
Francotte (1999) Expedient Synthesis of α-Substituted α, β- Unsaturated γ-Amino
Acids (Dipeptide Mimetics); Wittig Reaction of α-Amino Aldehydes with α- Substituted
Alkoxycarbonyl Phosphoranes, Synthetic Communications: An International Journal
for Rapid Communication of Synthetic Organic Chemistry, 29:7, 1143-1155, DOI:
10.1080/00397919908086084
To link to this article: http://dx.doi.org/10.1080/00397919908086084

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