We report herein a point-to-axial chirality transfer reaction of optical dihydrophenanthrene-9,10-diols for the synthesis axially chiral diketones. Two sets conditions, namely basic tBuOK/air atmosphere and an acidic NaClO/n-Bu4NHSO4, were developed to oxidatively cleave C-C bond, resulting in formation biaryl Finally, brief synthetic applications obtained aryl diketones demonstrated.

The α-arylation of cyclic and fluoroalkyl 1,3-diketones is made challenging by the highly stabilized nature corresponding enolates, especially difficult for sterically demanding aryl partners. As a general solution to this problem, we report Bi-mediated oxidative coupling acidic diones ortho-substituted arylboronic acids. Starting from bench-stable bismacycle precursor, sequence B-to-Bi transme...

The perchlorate salt of the dicationic bipy-ruthenium complex cis-[Ru(6,6'-Cl2bipy)2(H2O)2]2+ effectively catalyzes addition of beta-diketones to secondary alcohols and styrenes to yield the alpha-alkylated beta-diketones. In a catalytic addition reaction of acetylacetone to 1-phenylethanol, the kappa2-acetylacetonate complex [Ru(6,6'-Cl2bipy)2(kappa2-acac)]ClO4 was isolated after the catalysis...

The kinetic method is used to corroborate the description of ground state ionized alpha-diketones as loosely electron-bonded acylium ion dimers: R(1)-C=O(+)---e(-)---(+)O=C-R(2). The abundance ratio of both the acylium ion fragments R(1)CO(+) and R(2)CO(+) (summed to those of their respective secondary fragments) formed upon low energy (5 eV) collision-induced dissociation of several ionized al...

We have discovered new characteristics of D-erythrulose reductase, namely, that it can catalyze reduction of not only D-erythrulose but also such diketones as diacetyl. These substrates have a common structure with two neighboring carbonyls possibly in s-cis plane structure, showing that the enzyme may rigorously distinguish between substrates and other compounds. D-Erythrulose reductase was pr...