Intramolecular 1,3-Dipolar Cycloaddition of Geminal Difluoro Azomethine Ylides at Multiple Carbon—Carbon Bonds.

ChemInform ◽  
2005 ◽  
Vol 36 (45) ◽  
Author(s):  
M. S. Novikov ◽  
A. F. Khlebnikov ◽  
I. V. Voznyi ◽  
O. V. Besedina ◽  
R. R. Kostikov
Keyword(s):  
Azomethine Ylides ◽  
Dipolar Cycloaddition ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds

Intramolecular 1,3-Dipolar Cycloaddition of Geminal Difluoro Azomethine Ylides at Multiple Carbon-Carbon Bonds

2005 ◽  
Vol 41 (3) ◽  
pp. 361-369 ◽  
Author(s):  
M. S. Novikov ◽  
A. F. Khlebnikov ◽  
I. V. Voznyi ◽  
O. V. Besedina ◽  
R. R. Kostikov
Keyword(s):  
Azomethine Ylides ◽  
Dipolar Cycloaddition ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds

scholarly journals Broad scope gold(i)-catalysed polyenyne cyclisations for the formation of up to four carbon–carbon bonds

2017 ◽  
Vol 15 (10) ◽  
pp. 2163-2167 ◽  
Author(s):  
Zhouting Rong ◽  
Antonio M. Echavarren
Keyword(s):  
Single Step ◽  
Simultaneous Formation ◽  
Broad Scope ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds ◽  
First Time ◽  
High Stereoselectivity

The polycyclisation of polyeneynes catalyzed by gold(i) has been extended for the first time to the simultaneous formation of up to four carbon–carbon bonds, leading to steroid-like molecules with high stereoselectivity in a single step with low catalyst loadings.

Reactions of 4-Pyrones with Azomethine Ylides as a Chemo­selective Method for the Construction of Multisubstituted Pyrano[2,3-c]pyrrolidines

Synthesis ◽  
2021 ◽  
Author(s):  
Dmitrii L. Obydennov ◽  
Vyacheslav D. Steben’kov ◽  
Konstantin L. Obydennov ◽  
Sergey A. Usachev ◽  
Vladimir S. Moshkin ◽  
...  
Keyword(s):  
Double Bond ◽  
Ring Opening ◽  
Azomethine Ylides ◽  
Azomethine Ylide ◽  
Dipolar Cycloaddition ◽  
Computational Studies ◽  
Carbon Double Bond ◽  
Reactivity Indexes ◽  
Reaction Proceeds

Abstract4-Pyrones bearing electron-donating and electron-withdrawing groups react with nonstabilized azomethine ylides to form pyrano[2,3-c]pyrrolidines in moderate to good yields. The reaction proceeds chemoselectively as a 1,3-dipolar cycloaddition of the azomethine ylide at the carbon–carbon double bond of the pyrone activated by the electron-withdrawing substituent. The reactivity of 4-pyrones toward azomethine ylides was rationalized by computational studies with the use of reactivity indexes. The pyrano[2,3-c]pyrrolidine moiety could be modified, for example by a ring-opening transformation under the action of hydrazine to provide pyrazolyl-substituted pyrrolidines.

ChemInform Abstract: Oligopyrrole Synthesis by 1,3-Dipolar Cycloaddition of Azomethine Ylides with Bissulfonyl Ethylenes.

ChemInform ◽  
2008 ◽  
Vol 39 (15) ◽  
Author(s):  
Ana Lopez-Perez ◽  
Rocio Robles-Machin ◽  
Javier Adrio ◽  
Juan Carlos Carretero
Keyword(s):  
Azomethine Ylides ◽  
Dipolar Cycloaddition
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