Selective formation of alkenes from trimethylsilylmethyl ketones and from acylsilanes
A Fu, G Kollegger, H Weidmann
Index: Fuerstner, Alois; Kollegger, Gerlinde; Weidmann, Hans Journal of Organometallic Chemistry, 1991 , vol. 414, # 3 p. 295 - 305
Full Text: HTML
Citation Number: 28
Abstract
Abstract Trimethylsilylmethyl ketones, readily from acyl chlorides, undergo a Reformatsky— Peterson reaction sequence to give 3-alkenoates regioselectivity. Acylsilanes, however, react with either zinc ester enolates or trimethylsilymethylmagnesium chloride to give the corresponding tertiary alcohols which, depending on their structure, spontaneously undergo either elimination or a Brook rearrangement—Peterson olefination sequence. These ...
Related Articles:
[Tamao, Kohei; Akita, Munetaka; Kumada, Makoto Journal of Organometallic Chemistry, 1983 , vol. 254, # 1 p. 13 - 22]
[Nakajima, Tadashi; Segi, Masahito; Sugimoto, Fumitosi; Hioki, Reiko; Yokota, Seiko; Miyashita, Kiyoshi Tetrahedron, 1993 , vol. 49, # 37 p. 8343 - 8358]
[Nakajima, Tadashi; Segi, Masahito; Sugimoto, Fumitosi; Hioki, Reiko; Yokota, Seiko; Miyashita, Kiyoshi Tetrahedron, 1993 , vol. 49, # 37 p. 8343 - 8358]
[Pei, Zhonghua; Li, Xiaofeng; Von Geldern, Thomas W.; Madar, David J.; Longenecker, Kenton; Yong, Hong; Lubben, Thomas H.; Stewart, Kent D.; Zinker, Bradley A.; Backes, Bradley J.; Judd, Andrew S.; Mulhern, Mathew; Ballaron, Stephen J.; Stashko, Michael A.; Mika, Amanda K.; Beno, David W. A.; Reinhart, Glenn A.; Fryer, Ryan M.; Preusser, Lee C.; Kempf-Grote, Anita J.; Sham, Hing L.; Trevillyan, James M. Journal of Medicinal Chemistry, 2006 , vol. 49, # 22 p. 6439 - 6442]
Metal-catalyzed rearrangement of cyclopropenes to allenes
[Sun, Chunrui; Li, Jingwei; Demerzhan, Silviya; Lee, Daesung Arkivoc, 2011 , vol. 2011, # 4 p. 17 - 25]