[3+2] Cycloaddition Reaction of Cyclopropyl Ketones with Alkynes Catalyzed by Nickel/Dimethylaluminum Chloride
β 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
No coin nor oath required. For personal study only.
β¦ 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.
π SIMILAR VOLUMES
## Abstract Reaction conditions are optimized for the nickelβcatalyzed [3+2] cycloaddition of Ξ±,Ξ²βunsaturated ketones (II) with vinyl oxiranes (I).
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.