Regio-and stereoselective ring opening of. OMEGA.-alkenyllactones using organocopper reagents.
M Kawashima, T Sato, T Fujisawa
Index: Kawashima, Masatoshi; Sato, Toshio; Fujisawa, Tamotsu Bulletin of the Chemical Society of Japan, 1988 , vol. 61, p. 3255 - 3264
Full Text: HTML
Citation Number: 23
Abstract
New synthetic methods are described for the preparation of (E)-3-,(E)-4-, and (E)-5-alkenoic acids by the regio-and stereoselective ring opening of β, γ, and δ-lactones with unsaturated substituents at the ω-position using organocopper reagents such as halomagnesium diorganocuprates or Grignard reagents in the presence of copper (I) iodide. Both the organocopper reagents with primary, secondary, tertiary alkyl, and phenyl groups gave ...
Related Articles:
Targeting Staphylococcus aureus quorum sensing with nonpeptidic small molecule inhibitors
[Murray, Ewan J.; Crowley, Rebecca C.; Truman, Alex; Clarke, Simon R.; Cottam, James A.; Jadhav, Gopal P.; Steele, Victoria R.; O'Shea, Paul; Lindholm, Catharina; Cockayne, Alan; Chhabra, Siri Ram; Chan, Weng C.; Williams, Paul Journal of Medicinal Chemistry, 2014 , vol. 57, # 6 p. 2813 - 2819]
[Fujisawa, Tamotsu; Sato, Toshio; Kawashima, Masatoshi; Naruse, Kouichi; Tamai, Kouichi Tetrahedron Letters, 1982 , vol. 23, # 35 p. 3583 - 3586]
[Levin, Daniel; Warren, Stuart Tetrahedron Letters, 1985 , vol. 26, # 4 p. 505 - 508]
[Fujisawa, Tamotsu; Sato, Toshio; Kawashima, Masatoshi; Naruse, Kouichi; Tamai, Kouichi Tetrahedron Letters, 1982 , vol. 23, # 35 p. 3583 - 3586]
A simple, general distereoselective synthesis of 5-hydroxyalkylbutan-4-olides
[Jefford, Charles W.; Wang, Ying Journal of the Chemical Society, Chemical Communications, 1987 , # 20 p. 1513 - 1514]