Intramolecular Conjugate Addition of α, β-Unsaturated Lactones Having an Alkanenitrile Side Chain: Stereocontrolled Construction of Carbocycles with Quaternary …
F Yoshimura, M Torizuka, G Mori, K Tanino
Index: Yoshimura, Fumihiko; Torizuka, Makoto; Mori, Genki; Tanino, Keiji Synlett, 2012 , # 2 p. 251 - 254
Full Text: HTML
Citation Number: 4
Abstract
Abstract An efficient method for constructing carbocycles with all-carbon quaternary stereocenters has been developed on the basis of a stereoselective cyclization reaction of α, β-unsaturated lactones having an alkanenitrile side chain. Treatment of the substrate with lithium hexamethyldisilazide (LiHMDS) in the presence of triisopropylsilyl chloride (TIPSCl) led to the generation of the corresponding α-cyano carbanion species which readily ...
Related Articles:
Synthesis and biological evaluation of alkoxycoumarins as novel nematicidal constituents
[Takaishi, Kazuto; Izumi, Minoru; Baba, Naomichi; Kawazu, Kazuyoshi; Nakajima, Shuhei Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 20 p. 5614 - 5617]
[Yamaguchi, Yuki; Akimoto, Ichie; Motegi, Kyoko; Yoshimura, Teruki; Wada, Keiji; Nishizono, Naozumi; Oda, Kazuaki Chemical and Pharmaceutical Bulletin, 2013 , vol. 61, # 10 p. 997 - 1001]
[De La Hoz, Antonio; Moreno, Andres; Vazquez, Ester Synlett, 1999 , # 5 p. 608 - 610]
Synthesis and SAR studies of mono O-prenylated coumarins as potent 15-lipoxygenase inhibitors
[Iranshahi, Mehrdad; Jabbari, Atena; Orafaie, Ala; Mehri, Robabeh; Zeraatkar, Soudabeh; Ahmadi, Taraneh; Alimardani, Maliheh; Sadeghian, Hamid European Journal of Medicinal Chemistry, 2012 , vol. 57, p. 134 - 142]