ChemInform Abstract: REGIOCHEMISTRY OF THE DIPOLAR CYCLOADDITIONS OF NITRILE OXIDES TO UNACTIVATED OLEFINS. APPLICATION TO THE STEREOSELECTIVE ELABORATION OF β-HYDROXY CARBONYL COMPOUNDS

1983 ◽  
Vol 14 (29) ◽  
Author(s):  
S. F. MARTIN ◽  
B. DUPRE
Keyword(s):  
Carbonyl Compounds ◽  
Dipolar Cycloadditions ◽  
Nitrile Oxides

The 1,3-Dipolar Cycloaddition Reactions of Nitrile Oxides in Water Media

2021 ◽  
Vol 25 ◽  
Author(s):  
Joaquín Plumet
Keyword(s):  
Carbonyl Compounds ◽  
Critical Discussion ◽  
Aldol Reactions ◽  
Dipolar Cycloaddition ◽  
Hydroxy Ketone ◽  
Unsaturated Ketones ◽  
Dipolar Cycloadditions ◽  
Nitrile Oxides ◽  
Water Media ◽  
Synthetic Intermediates

: The 1,3-dipolar cycloadditions (DCs) of nitrile oxides (NOs) have been used as a powerful tool in synthetic organic chemistry. The cycloadducts arising from cycloadditions (CAs) of NOs to alkenes and alkynes (2-isoxazolines and isoxazoles respectively) are valuable synthetic intermediates because, among others, their capacity to mask other functionalities including α, β-unsaturated ketones, β-hydroxy carbonyl compounds and 1,3-aminoalcohols. In particular, the β-hydroxy ketone functionality is an illustrative example, making the NOs alkenes CAs reactions a synthetically equivalent methodology of aldol reactions. The vast majority of these reactions are carried out in organic solvents. Nevertheless, the use of water as an alternative solvent has evident advantages on the “Green Chemistry” concept. The critical discussion on the use of water instead of “conventional” solvents in the 1,3-DCs reactions of NOs is the objective of the present review.

1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with nitrile oxides and nitrones

Tetrahedron ◽  
2010 ◽  
Vol 66 (25) ◽  
pp. 4564-4572 ◽  
Author(s):  
Marie Kissane ◽  
Simon E. Lawrence ◽  
Anita R. Maguire
Keyword(s):  
Dipolar Cycloadditions ◽  
Nitrile Oxides

ChemInform Abstract: Highly Regioselective Dipolar Cycloadditions of Nitrile Oxides with α,β-Acetylenic Aldehydes.

ChemInform ◽  
2016 ◽  
Vol 47 (23) ◽  
Author(s):  
Longqiang Jiang ◽  
Tao Gao ◽  
Zhi Li ◽  
Shaofa Sun ◽  
Claudia Kim ◽  
...  
Keyword(s):  
Dipolar Cycloadditions ◽  
Nitrile Oxides

Stereoconvergent and stepwise 1,3-dipolar cycloadditions of nitrile oxides and nitrile imines

2021 ◽  
Author(s):  
Zhenni Zhao ◽  
Zhi Ou ◽  
Subarna Jyoti Kalita ◽  
Feng Cheng ◽  
Qian Huang ◽  
...  
Keyword(s):  
Dipolar Cycloadditions ◽  
Nitrile Oxides ◽  
Nitrile Imines
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