Chemistry:Aston–Greenburg rearrangement

From HandWiki

The Aston–Greenburg rearrangement is a name reaction in organic chemistry. It allows for the generation of tertiary α-alkylesters from corresponding α-haloketones through a 1,2-rearrangement, with the use of an alkoxide.[1][2][3][4] UEV4 Aston-Greenburg Rearrangement.svg

References

  1. Aston, J. G.; Greenburg, R. B. (1942). "alpha-Bromo Secondary Alkyl Ketones. I. Reaction with Sodium Alcoholates. A New Synthesis of Tertiary Acids by Rearrangement1,2". Journal of the American Chemical Society 62 (10): 2590–2595. doi:10.1021/ja01867a003. 
  2. Wang, Zerong (2010). Comprehensive Organic Name Reactions and Reagents. doi:10.1002/9780470638859.conrr026. ISBN 9780471704508. 
  3. Sacks, Abraham A.; Aston, J. G. (1951). "α-Halo Ketones. V. The Preparation, Metathesis and Rearrangement of Certain α-Bromoketones". Journal of the American Chemical Society 73 (8): 3902–3906. doi:10.1021/ja01152a103. 
  4. Wagner, R. B.; Moore, James A. (1950). "The Reaction of the Isomeric α-Bromomethyl Cyclohexyl Ketones with Sodium Methoxide". Journal of the American Chemical Society 72 (7): 2884–2887. doi:10.1021/ja01163a022.