%0 Journal Article
%A Bonne, Damien
%A Dekhane, Mouloud
%A Zhu, Jieping
%D 2004
%T Ammonium Chloride Promoted Ugi
Four-Component, Five-Center Reaction
of α-Substituted α-Isocyano Acetic
Acid: A Strong Solvent Effect
%U https://acs.figshare.com/articles/journal_contribution/Ammonium_Chloride_Promoted_Ugi_Four_Component_Five_Center_Reaction_of_Substituted_Isocyano_Acetic_Acid_A_Strong_Solvent_Effect/3312922
%R 10.1021/ol0479388.s001
%2 https://acs.figshare.com/ndownloader/files/5151652
%K presence
%K Strong Solvent Effect Conditions
%K diastereomer
%K acetic
%K ammonium chloride
%K acid
%K Chloride
%K Isocyano
%K Ammonium
%K reactivity
%K Substituted
%K 1.5 equiv
%K mixture
%K aldehyde
%K tetrapeptide
%K isocyano
%K multicomponent synthesis
%K derivative
%K Promoted
%K ratio
%K toluene
%K Ugi
%K amine
%K Acetic
%K carbonyl compound
%K ketone
%X Conditions have been developed for the multicomponent synthesis of di- and tetrapeptide (7) based on the unique reactivity of α-isocyano
acetic acid (4 and its α -substituted derivatives) by an Ugi four-component, five-center reaction. Simply mixing 4, a carbonyl compound
(aldehyde or ketone, 8), and a secondary amine (9) (ratio: 1:1:2) in toluene in the presence of 1.5 equiv of ammonium chloride afforded the
desired product in good to excellent yield as a mixture of two diastereomers.
%I ACS Publications