366024-06-8Relevant academic research and scientific papers
Synthesis of antifungal alatanone and trineurone polyketides
Lewis, Alexander R.,Reber, Keith P.
supporting information, p. 1083 - 1086 (2018/03/23)
The antifungal polyketides alatanones A and B and trineurones A–E have been synthesized using a one-pot C-acylation reaction coupling 1,3-cyclohexanediones with the appropriate carboxylic acids. This key transformation is believed to proceed via initial carbodiimide-mediated O-acylation followed by a DMAP-catalyzed Claisen–Haase rearrangement, resulting in O to C acyl migration.
Potassium permanganate/carboxylic acid/organic solvent: a powerful reagent for enone oxidation and aryl coupling reactions
Demir, Ayhan S.,Findik, Hamide
, p. 6196 - 6201 (2008/09/21)
The α′-acetoxylation of enones and the α-acetoxylation of aromatic ketones were carried out with potassium permanganate and acetic acid, in which acetoxylation products were obtained in 74-96% yields. The same reaction was carried out with carboxylic acids other than acetic acid, which furnished corresponding acyloxy ketones with the same regioselectivity. For the first time, formyloxylation products were synthesized in a 61-85% yield by using formic acid. The potassium permanganate and acetic acid method was also used for aryl coupling reactions. The reaction of arylboronic acids and arylhydrazines in benzene with potassium permanganate and acetic acid in turn furnished biaryls in 85-96% yield. We have shown that potassium permanganate/carboxylic acid/organic solvent behaves as manganese(III) acetate.
A New and Efficient Chemoenzymatic Route to Both Enantiomers of 4-Hydroxycyclohex-2-en-1 -one
Demir, Ayhan S.,Sesenoglu, Ozge
, p. 2021 - 2023 (2007/10/03)
(Matrix Presented) A chemoenzymatic synthesis of both enantiomers of the pharmacologically interesting 4-hydroxycyclohex-2-en-1-one in three steps starting from 3-methoxycyclohex-2-en-1-one is described. Manganese(III) acetate-mediated acetoxylation follo
