1-3-Dipolar cycloaddition reactions of diazoalkanes. Part III. Substituent effects on the kinetics of reactions between diazomethane and some unsaturated esters

1967 ◽  
pp. 83 ◽  
Author(s):  
A. Ledwith ◽  
Yang Shih-Lin
Keyword(s):  
Substituent Effects ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Unsaturated Esters ◽  
Kinetics Of

Nitrones and oxaziridines. XXI. Electronic substituent effects in nitrone cycloadditions to highly polarized alkenes

1978 ◽  
Vol 31 (10) ◽  
pp. 2239 ◽  
Author(s):  
DSC Black ◽  
RF Crozier ◽  
ID Rae
Keyword(s):  
Substituent Effects ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Zwitterionic Intermediate

1,3-Dipolar cycloaddition reactions of nitrones-particularly N-(2'- pyridylmethylene)aniline N-oxide-with arylmethylene cyanoacetates exclusively yield 4,4-disubstituted isoxazolidines, identifiable by 1H n.m.r, spectroscopy and isolable in some cases. Comparative kinetic experiments provide evidence for at least non-synchronous addition via a dipolar intermediate or possibly even two-step addition via a discrete zwitterionic intermediate.

1,3-dipolar cycloaddition reactions of azomethine ylides on enantiomerically pure (E)-γ-alkoxy-α,β-unsaturated esters.

1991 ◽  
Vol 2 (12) ◽  
pp. 1329-1342 ◽  
Author(s):  
Rita Annunziata ◽  
Mauro Cinquini ◽  
Franco Cozzi ◽  
Laura Raimondi ◽  
Tullio Pilati
Keyword(s):  
Azomethine Ylides ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Enantiomerically Pure ◽  
Unsaturated Esters

Direct access to 1,4-disubstituted 1,2,3-triazoles through organocatalytic 1,3-dipolar cycloaddition reaction of α,β-unsaturated esters with azides

RSC Advances ◽  
2015 ◽  
Vol 5 (108) ◽  
pp. 88816-88820 ◽  
Author(s):  
Wenjun Li ◽  
Xiao Zhou ◽  
Yepeng Luan ◽  
Jian Wang
Keyword(s):  
Cycloaddition Reaction ◽  
Direct Access ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Unsaturated Esters ◽  
High Yields

DBU-catalyzed organocatalytic 1,3-dipolar cycloaddition reactions of α,β-unsaturated esters with azides have been developed. This strategy generates 1,4-disubstituted 1,2,3-triazoles in high yields with high regioselectivities.

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