81156-07-2Relevant articles and documents
N-Substituted and N-unsubstituted 1,3-Oxazolium-5-olates cycloaddition reactions with 3-substituted coumarins
Cordaro, Massimiliano,Grassi, Giovanni,Risitano, Francesco,Scala, Angela
experimental part, p. 2713 - 2717 (2010/05/02)
The 1,3-dipolar cycloaddition reaction of unsymmetrically N-substituted and N-unsubstituted 1,3-oxazolium-5-olates with selected 3-substituted coumarins has been examined. Various types of pyrrole derivatives are isolated and their formation seems to be a function of the regio- and diastereochemistry of the initial cycloaddition step.
Regioselectivity in the 1,3-dipolar cycloaddition of muenchnones with two electrophilic alkynes. Attempt of rationalization.
Texier, F.,Mazari, M.,Yebdri, O.,Tonnard, F.,Carrie, R.
, p. 962 - 967 (2007/10/02)
The 1,3-dipolar cycloaddition reaction of several unsymmetrically substituted muenchnones with methyl propiolate 3a and with methyl 3-phenylpropiolate 3b has been examined.The reaction generally proceeds with formation of mixtures of both possible regioisomeric pyrroles.The dipolarophile 3b is more selective than 3a in accordance with the literature.Sustmann's variation-perturbation theory could not account for the observed regioselectivities, this theory gives correct predictions with alkenes as we have shown recently. 1,3-cycloaddition / muenchnones / pyrroles / regioselectivity
ν-Triazolines, XXVI. 1,2,5-Trisubstituted 3-Pyrrolecarbaldehydes from N-Substituted Oxazolium-5-olates and 5-Amino-4,5-dihydro-4-methylene-ν-triazoles
Erba, Emanuela,Gelmi, Maria Luisa,Pocar, Donato,Trimarco, Pasqualina
, p. 1083 - 1089 (2007/10/02)
Die Cycloaddition von einigen symmetrisch und unsymmetrisch substituierten N-substituierten Oxazolium-5-olaten (2) an 5-Amino-4,5-dihydro-4-methylen-ν-triazole (1) wird beschrieben.Durch regiospezifische Cycloaddition entstehen instabile Cycloaddukte, die sofort Kohlendioxid und Stickstoff unter Umlagerung zu 1,2,5-trisubstituierten 3-Pyrrolcarbaldehyd-anilen (3) eliminieren.Die Anile werden leicht zu den entsprechenden 1,2,5-trisubstituierten 3-Pyrrolcarbaldehyden (4) hydrolysiert.
Assessment of Racemisation in N-Alkylated Amino-acid Derivatives during Peptide Coupling in a Model Dipeptide System
Davies, John S.,Mohammed, A. Karim
, p. 2982 - 2990 (2007/10/02)
N.m.r. analysis of diastereoisomeric benzoyl dipeptide esters has been used to monitor racemisation during the coupling of benzoyl-N-alkylated amino-acids to alanine and valine methyl esters.Results confirm the greater susceptibility of these amino-acids