Synthesis of 4,5-dihydroisoxazole derivatives of maleopimaric acid by 1,3-dipolar cycloaddition reaction between its allyl derivatives and aromatic nitrile oxides

2018 ◽  
Vol 54 (8) ◽  
pp. 796-803 ◽  
Author(s):  
Guzel F. Vafina ◽  
Alfiya A. Mukhamed’yanova ◽  
Marina D. Khanova ◽  
Leonid V. Spirikhin
Keyword(s):  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Maleopimaric Acid ◽  
Nitrile Oxides ◽  
Aromatic Nitrile ◽  
Derivatives Of

Spiroheterocycles via Regioselective Cycloaddition Reactions of Nitrile Oxides with 5-Methylene-1H-pyrrol-2(5H)-ones

2010 ◽  
Vol 63 (3) ◽  
pp. 445 ◽  
Author(s):  
Nicola J. Beattie ◽  
Craig L. Francis ◽  
Andris J. Liepa ◽  
G. Paul Savage
Keyword(s):  
Cycloaddition Reaction ◽  
Biphasic System ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Nitrile Oxides ◽  
Facial Selectivity

Substituted 5-methylene-1H-pyrrol-2(5H)-ones underwent a 1,3-dipolar cycloaddition reaction with nitrile oxides to give the corresponding spiro heterocycles. Critical to this reaction was the development of a biphasic system for base-induced dehydrohalogenation of hydroximoyl chlorides, to give nitrile oxides, in the presence of a base-sensitive dipolarophile. A substituted N-tolyl 5-methylene-1H-pyrrol-2(5H)-one exhibited atropisomerism, which in turn led to a 4:1 facial selectivity during cycloaddition.

Study on the 1,3-dipolar cycloaddition reaction of 4-ethoxy-1,1,1-trifluoro-3-buten-2-one with nitrile oxides

Tetrahedron ◽  
2007 ◽  
Vol 63 (10) ◽  
pp. 2315-2319 ◽  
Author(s):  
Huiling Jiang ◽  
Weimin Yue ◽  
Huihong Xiao ◽  
Shizheng Zhu
Keyword(s):  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Nitrile Oxides

Lead tetraacetate oxidation of hindered alicyclic ketoximes

1970 ◽  
Vol 48 (6) ◽  
pp. 966-969 ◽  
Author(s):  
G. Just ◽  
K. Dahl
Keyword(s):  
Cycloaddition Reaction ◽  
Lead Tetraacetate ◽  
Dipolar Cycloaddition ◽  
Nitrile Oxides

Lead tetraacetate oxidation of 2,2,6,6-tetramethylcyclohexanone oxime and structurally related ketoximes caused C—C bond fission to yield acetyl hydroxamates. Severely hindered ketoximes gave nitrile oxides as intermediates which were trapped by 1,3-dipolar cycloaddition reaction.

Synthesis of Chiral Isoxazoline Derivatives by Highly Diastereoface-Selective 1,3-Dipolar Cycloaddition of Nitrile Oxides Mediated by Magnesium Bromide and Ytterbium Trifluoromethanesulfonate

2003 ◽  
Vol 2003 (5) ◽  
pp. 284-286 ◽  
Author(s):  
Hidetoshi Yamamoto ◽  
Sadaka Watanabe ◽  
Masayuki Hasegawa ◽  
Michihiko Noguchi ◽  
Shuji Kanemasa
Keyword(s):  
Lewis Acid ◽  
Equimolar Amount ◽  
Dipolar Cycloaddition ◽  
Magnesium Bromide ◽  
Cycloaddition Reactions ◽  
Nitrile Oxides ◽  
Aromatic Nitrile

In the presence of an equimolar amount of Lewis acid such as magnesium bromide and ytterbium trifluoromethanesulfonate, 1,3-dipolar cycloaddition reactions of aromatic nitrile oxides to a chiral 3-acryloyl-2-oxazolidinone gave the corresponding chiral 2-isoxazolines in a diastereoselective manner.

scholarly journals 1,3-Dipolar Cycloaddition Reaction of Substituted Trimethylstannylacetylenes with Nitrile Oxides.

1993 ◽  
Vol 41 (3) ◽  
pp. 478-480 ◽  
Author(s):  
Takao SAKAMOTO ◽  
Daishi UCHIYAMA ◽  
Yoshinori KONDO ◽  
Hiroshi YAMANAKA
Keyword(s):  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Nitrile Oxides

scholarly journals Intramolecular 1,3-dipolar cycloaddition reaction of novel 2-azetidinone-tethered alkenyl nitrile oxides

ARKIVOC ◽  
2004 ◽  
Vol 2004 (4) ◽  
pp. 137-152 ◽  
Author(s):  
Benito Alcaide ◽  
Pedro Almendros ◽  
Elena Sáez
Keyword(s):  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Nitrile Oxides
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