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Palladium-Catalyzed Ring Expansion Reaction of ( Z )-1-(1,3-Butadienyl)cyclobutanols with Aryl Iodides. Stereospecific Synthesis of ( Z )-2-(3-Aryl-1-propenyl)cyclopentanones

✍ Scribed by Yoshida, Masahiro; Sugimoto, Kenji; Ihara, Masataka


Book ID
121433123
Publisher
American Chemical Society
Year
2004
Tongue
English
Weight
97 KB
Volume
6
Category
Article
ISSN
1523-7060

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Palladium-catalyzed ring expansion react
✍ Li-Mei Wei; Li-Lan Wei; Wen-Bin Pan; Ming-Jung Wu πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 French βš– 87 KB

The reaction of 1-alkynylcyclobutanols with aryl iodides in the presence of Pd(OAc) 2 and Et 3 N in acetonitrile at 80Β°C for 24 h gives 2-disubstituted methylenecyclopentan-1-ones in modest to good yields. The tandem insertion-ring expansion process proceeds via the formation of an alkynyl p-complex