Dual formation of. beta.-diketones from methylene ketones and acetic anhydride by means of boron trifluoride. Improved method of synthesis of certain. beta.- …
CL Mao, FC Frostick Jr, EH Man…
Index: Mao,C.-L. et al. Journal of Organic Chemistry, 1969 , vol. 34, # 5 p. 1425 - 1429
Full Text: HTML
Citation Number: 30
Abstract
Evidence is presented that the formation of@ diketones from methylene ketones and acetic anhydride by means of boron trifluoride involves, not only direct C acetylation of the ketone, but also 0 acetylation of the ketone and C acetylation of the resulting ketone enol ester. The 0 acetylation is catalyzed by proton acid formed as the by-product in the C acetylation of the ketone. Certain intermediate ketone enol esters,@ diketone enol esters, and boron ...
Related Articles:
Metal triflate-catalyzed cationic benzylation and allylation of 1, 3-dicarbonyl compounds
[Arumugam, Subramaniam; McLeod, Dale; Verkade, John G. Journal of Organic Chemistry, 1998 , vol. 63, # 11 p. 3677 - 3679]
[Cucciolito, Maria E.; Damora, Angela; Vitagliano, Aldo Organometallics, 2010 , vol. 29, # 22 p. 5878 - 5884]
Synthesis of naturally occurring curcuminoids and related compounds
[Pedersen, Uffe; Rasmussen, Preben B.; Lawesson, Sven-Olov Liebigs Annalen der Chemie, 1985 , # 8 p. 1557 - 1569]
[Ichikawa,K. et al. Journal of Organic Chemistry, 1966 , vol. 31, p. 447 - 452]
Electroorganic chemistry. 103. Selective C-alkylation of. beta.-diketones
[Shono, Tatsuya; Kashimura, Shigenori; Sawamura, Masaya; Soejima, Takeshi Journal of Organic Chemistry, 1988 , vol. 53, # 4 p. 907 - 910]