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[3+2] Cycloaddition Reaction of Cyclopropyl Ketones with Alkynes Catalyzed by Nickel/Dimethylaluminum Chloride

✍ Scribed by Takashi Tamaki; Dr. Masato Ohashi; Prof. Sensuke Ogoshi


Book ID
101548623
Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
328 KB
Volume
123
Category
Article
ISSN
0044-8249

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✦ Synopsis


de reagents. The key to success is the organoaluminum reagents, which activate the carbonyl group of cyclopropyl ketones and stabilize the reaction intermediates. This reaction provides a new method for the synthesis of cyclopentene derivatives. Additional studies to elucidate the reaction mechanism and expand the reaction scope are underway in our laboratory.


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✍ Martin Kotora; Masanori Ishikawa; Fu-Yu Tsai; Tamotsu Takahashi πŸ“‚ Article πŸ“… 1999 πŸ› Elsevier Science 🌐 French βš– 528 KB

Ni-catalyzed coupling reaction of alkynes with (Z)-3-halopropenoates depended on the halogen of halopropenoates. The reaction with (Z)-3-bromopropenoate afforded cyclopentadienes and the reaction with (Z)-3-iodopropenoates gave pyrones.