55170-16-6Relevant academic research and scientific papers
Formal intermolecular 4 + 4 approach to cyclooctanoids: 4 + 3 Capture of the Nazarov oxyallyl intermediate with simple 1,3-dienes
Wang, Yong,Schill, Brenden B.,Arif, Atta M.,West
, p. 2747 - 2750 (2003)
(Matrix presented) Simple 1,4-dien-3-ones and 1,3-dienes react in the presence of BF3·OEt2 via a domino Nazarov electrocyclization/intermolecular [4 + 3]-cycloaddition sequence to furnish keto-bridged cyclooctenes in good yield. Most
Nazarov cyclization of divinyl and arylvinyl epoxides: Application in the synthesis of resveratrol-based natural products
Sudhakar, Gangarajula,Satish, Kovela
, p. 6475 - 6480 (2015/04/22)
New variation in the Nazarov cyclization has been developed by preparing divinyl and arylvinyl epoxides as pentadienyl cation precursors for the first time. Highly substituted cyclopentadienes, hydrindienes, and indenes were synthesized to demonstrate the compatibility of this reaction with substrates bearing a variety of substitutions and having different types of epoxides. Application of this method in the synthesis of resveratrol-based natural products was also demonstrated.
Hydroxylamine catalyzed Nazarov cyclizations of divinyl ketones Dedicated to Professor Hilton Weiss on his 80th birthday
Hamilton, Joseph Z.,Kadunce, Nathaniel T.,McDonald, Michael D.,Rios, Laura,Matlin, Albert R.
, p. 6622 - 6624 (2015/11/09)
The first examples of iminium catalyzed Nazarov cyclizations of divinyl ketones are presented. Experiments describing hydroxylamine catalysis of the cyclization of eight α-alkoxy divinyl ketones (60-79% yield) and one unactivated divinyl ketone (38% yield) are reported. Phenyl substitution at the β-position of the divinyl ketone inhibits cyclization, whereas β-alkyl substituted α-alkoxy divinyl ketones readily cyclize.
Nickel-catalyzed carbonylative Negishi cross-coupling reactions
Wang, Qiaoling,Chen, Chuo
, p. 2916 - 2921 (2008/09/21)
Catalytic carbonylative Negishi cross-coupling reactions are described. This method readily provides various enones from enol triflates and diorganozinc reagents with catalytic amounts of nickel(II) chloride-4,4′-dimethoxyl-2,2′-bipyridyl under carbon mon
Domino electrocyclization/azide-capture/Schmidt rearrangement of dienones: One-step synthesis of dihydropyridones from simple building blocks
Song, Dong,Rostami, Ali,West
, p. 12019 - 12022 (2008/03/17)
Simple 1,4-dien-3-ones undergo Lewis acid-catalyzed Nazarov electrocyclization and intermolecular trapping by various azides to furnish 3,4-dihydropyridin-2-ones in moderate to good yields. The reaction is proposed to proceed via nucleophilic trapping of
