Reactivity Models of 1-N-Vinyluracil and Synthesis of a New Class of Potential Antiviral Agents by the Use of 1,3-Dipolar Cycloaddition Reactions

2003 ◽  
Vol 22 (5-8) ◽  
pp. 743-745 ◽  
Author(s):  
E. Colacino ◽  
G. De Luca ◽  
A. Liguori ◽  
A. Napoli ◽  
C. Siciliano ◽  
...  
Keyword(s):  
Antiviral Agents ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
New Class

Reactivity Models of 1-N-Vinyluracil and Synthesis of a New Class of Potential Antiviral Agents by the Use of 1,3-Dipolar Cycloaddition Reactions

ChemInform ◽  
2004 ◽  
Vol 35 (4) ◽  
Author(s):  
E. Colacino ◽  
G. De Luca ◽  
A. Liguori ◽  
A. Napoli ◽  
C. Siciliano ◽  
...  
Keyword(s):  
Antiviral Agents ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
New Class

An experimental and theoretical study on the regioselective synthesis of a new class of spiropyrrolothiazoles with quinoxaline motifs via a 1,3-dipolar cycloaddition reaction. An evaluation of DFT methods

RSC Advances ◽  
2015 ◽  
Vol 5 (93) ◽  
pp. 76368-76376 ◽  
Author(s):  
Mahshid Hamzehloueian ◽  
Yaghoub Sarrafi ◽  
Zahra Aghaei
Keyword(s):  
Theoretical Study ◽  
Cycloaddition Reaction ◽  
Regioselective Synthesis ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Dft Methods ◽  
Π Interactions ◽  
New Class

Evaluation of B3LYP/6-31G(d,p), wB97xD/6-31G(d,p) and M06-2X/6-31G(d,p) methods revealed the importance of π/π interactions in regio- and stereoselectivity of cycloaddition reactions.

Multicomponent 1,3-Dipolar Cycloaddition Reactions in the Construction of Hybrid Spiroheterocycles

2013 ◽  
Vol 17 (18) ◽  
pp. 1929-1956 ◽  
Author(s):  
Natarajan Arumugam ◽  
Raju Kumar ◽  
Abdulrahman Almansour ◽  
Subbu Perumal
Keyword(s):  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions

π-Facial Selectivity in 1,3-Dipolar Cycloaddition Reactions of α-Methylidene-γ-lactone Substituted by 4-Methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl Group in γ-Position

2002 ◽  
Vol 67 (3) ◽  
pp. 353-364 ◽  
Author(s):  
Petr Melša ◽  
Ctibor Mazal
Keyword(s):  
Double Bond ◽  
Carboxylic Acid ◽  
Nitrile Oxide ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Enantiomerically Pure ◽  
Nitrile Imine ◽  
Facial Selectivity ◽  
Excellent Selectivity

Diastereoselectivity of 1,3-dipolar cycloaddition reactions of benzyl azide, diazomethane, a nitrile oxide and a nitrile imine to α-methylidene-γ-lactone dipolarophile was effectively controlled by a bulky γ-substituent, 4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl in γ-position of the dipolarophile. The dipoles added from the less hindered face of the double bond with an excellent selectivity. Enantiomerically pure dipolarophile was prepared from the easily available (S)-5-oxotetrahydrohydrofuran-2-carboxylic acid.

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