Cyclization of the Ene Reaction Products from Hexafluoracetone Imine: Synthesis of Bis(trifluoromethyl)pyrrolidine Derivatives

Heterocycles ◽  
1995 ◽  
Vol 40 (2) ◽  
pp. 753 ◽  
Author(s):  
Itsumaro Kumadaki ◽  
Tetsuo Shimada ◽  
Akihiro Fujimoto ◽  
Toshiyuki Takagi ◽  
Mayumi Koyama ◽  
...  
Keyword(s):  
Reaction Products ◽  
Ene Reaction

Synthesis of Trifluoromethylated Tetrahydropyrans from Ene Reaction Products of Trifluoromethyl Ketones: Synthesis of Fluorine Analogs of a Sesquiterpene

Heterocycles ◽  
1992 ◽  
Vol 33 (1) ◽  
pp. 51 ◽  
Author(s):  
Itsumaro Kumadaki ◽  
Takabumi Nagai ◽  
Hiroshi Ohtsuka ◽  
Mayumi Koyama ◽  
Akira Ando ◽  
...  
Keyword(s):  
Reaction Products ◽  
Ene Reaction ◽  
Trifluoromethyl Ketones

Nitrosocarbonyl Carbohydrate Derivatives: Hetero Diels–Alder and Ene Reaction Products for Useful Organic Synthesis

Synthesis ◽  
2020 ◽  
Author(s):  
Paolo Quadrelli ◽  
Marco Corti ◽  
Marco Leusciatti ◽  
Mattia Moiola ◽  
Mariella Mella
Keyword(s):  
Organic Synthesis ◽  
Tertiary Amine ◽  
Diels Alder ◽  
Mild Oxidation ◽  
Reaction Products ◽  
Ene Reaction ◽  
Nitrile Oxides

AbstractThe generation and trapping of two new nitrosocarbonyl intermediates bearing carbohydrate-based chiral substituents is achieved by the mild oxidation of the corresponding nitrile oxides with tertiary amine N-oxides. Their capture with suitable dienes and alkenes afforded the corresponding hetero Diels–Alder cycloadducts and ene adducts from fair to excellent yields. The entire methodology looks highly promising by the easy conversion of aldoximes into hydroxymoyl halides, widening the access to nitrosocarbonyls, versatile tools in organic synthesis.

Biscitraconimides as Anti-Reversion Agents for Diene Rubbers: Spectroscopic Studies on Citraconimide-Squalene Adducts

1997 ◽  
Vol 70 (1) ◽  
pp. 129-145 ◽  
Author(s):  
R. N. Datta ◽  
A. H. M. Schotman ◽  
A. J. M. Weber ◽  
F. G. H. van Wijk ◽  
P. J. C. van Haeren ◽  
...  
Keyword(s):  
Minor Component ◽  
Spectroscopic Studies ◽  
Model System ◽  
Diels Alder ◽  
Main Reaction ◽  
Reaction Products ◽  
Ene Reaction ◽  
Simple Model System ◽  
Conjugated Polyenes ◽  
Diene Rubbers

Abstract The mechanism of anti-reversion activity of biscitraconimides (BCI) during rubber vulcanization has been investigated. Biscitraconimides form crosslinks by reaction with chain modifications which are formed during the reversion process. These additional crosslinks compensate for the sulfidic crosslinks that are lost during the reversion. To allow structural assignments of the adducts formed between rubber and citraconimides, squalene has been used as a simple model system in combination with the currently used additives and sulphur. The products were identified as Diels—Alder adducts of conjugated polyenes, formed during reversion, with citraconimide. The nuclear magnetic resonance (NMR) spectroscopic assignments of the products are discussed. Furthermore the quantification of squalene-BCI adducts via NMR and mass spectrometry (MS) using 13C labelled 1,3-bis (citraconimidomethyl) benzene (BCI-MX) is described. It was found that under the applied conditions (2 h, 170 °C), approximately 80% of the citraconimide groups are converted into squalene-BCI adducts. Diels—Alder adducts are the main reaction products of the reaction. Products from an ene reaction are formed as minor component (less than 20%).

ChemInform Abstract: Cyclization of the Ene Reaction Products from Hexafluoroacetone Imine: Synthesis of Bis(trifluoromethyl)pyrrolidine Derivatives.

ChemInform ◽  
2010 ◽  
Vol 26 (29) ◽  
pp. no-no
Author(s):  
T. SHIMADA ◽  
A. FUJIMOTO ◽  
T. TAKAGI ◽  
M. KOYAMA ◽  
A. ANDO ◽  
...  
Keyword(s):  
Reaction Products ◽  
Ene Reaction

scholarly journals Reaction of aromatic N-oxides with dipolarophiles. XV. Formation of the 1,5-sigmatropy products and their double ene reaction products.

1991 ◽  
Vol 39 (1) ◽  
pp. 10-17 ◽  
Author(s):  
Toshikazu MATSUOKA ◽  
Kikuma ONO ◽  
Kazunobu HARANO ◽  
Takuzo HISANO
Keyword(s):  
Reaction Products ◽  
Ene Reaction
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