72229-47-1Relevant academic research and scientific papers
Photolysis of Enol Acetates and α-Bromo Derivatives of o-(Acyloxy)acetophenones
Garcia, Hermenegildo,Martinez-Utrilla, Roberto,Miranda, Miguel A.
, p. 589 - 598 (2007/10/02)
UV irradiation of enol acetates 3a-g in benzene gives mainly o-(acetoxy)acetophenones 2 and 2-methylchromones 4. Under the same conditions, the dimethyl derivatives 3h and 3i remain unaffected.The α-bromo ketone 5a gives rise to mixtures of o-(acetoxy)acetophenone (2a), the diketone 6, and/or α-acetoxy-o-hydroxyacetophenone (7), depending on the irradiation conditions.The similarities and differences between the two series of experiments, as well as their possible mechanistic implications, are discussed.
Synthesis of C-Ring-Functionalized A-Ring-Aromatic Trichothecane Analogues
Anderson, Wayne K.,Lee, George E.
, p. 501 - 506 (2007/10/02)
15,16-Dinor-4α-acetoxy-8-methoxy-6,8,10-trichothecatriene 12,13-epoxide (11) was prepared from 2α-(2-acetoxy-5-methoxyphenyl)-2β-methyl-3α-acetoxycyclopentanone (8) in three steps (bromination, DBN-induced cyclization, and spiroepoxidation).The cyclopentanone 8 was prepared from the hemiketal 6a which was prepared from 2'-acetoxy-5'-methoxyacetophenone (3f) in a reaction sequence involving the boron trifluoride catalyzed aldol addition of 1,2-bis(trimethylsilyloxy)cyclobutene followed by a trifluoroacetic acid catalyzed pinacol rearrangement of the cyclobutanone intermediate.
