Silver-catalyzed carbonphosphonation of α,α-diaryl allylic alcohols is achieved. A series of γ-ketophosphonates with different substituents were readily obtained. The mechanistic study indicated that the reaction was initiated by the addition of P-radicals, which sequentially undergo 1,2-migration of an aryl group to form C(Ar)-C(sp(3)) bonds.

An efficient method for the synthesis of aldehydes was achieved by using air-microbubble techniques in aerobic copper/TEMPO-catalyzed oxidation of primary alcohols. Use of air-microbubbles to improve gas absorption into liquid phase is proven to be highly beneficial for gas/liquid phase reactions.

A direct arylation to furnish diarylmethanes from benzyl alcohols was realized through Pd(PPh3)4-catalyzed Suzuki-Miyaura coupling via benzylic C-O activation in the absence of any additives. The arylation is compatible with various functional groups. This development provides an atom- and step-economic way to approach a diarylmethane scaffold under mild and environmentally benign conditions.

The base-catalyzed allylic borylation of tertiary allylic alcohols allows the synthesis of 1,1-disubstituted allyl boronates, in moderate to high yield. The unexpected tandem performance of the Lewis acid-base adduct, [Hbase](+) [MeO-B2 pin2 ](-) favored the formation of 1,2,3-triborylated species from the tertiary allylic alcohols and 1-propargylic cyclohexanol at 90 °C.

The rhodium-catalyzed oxidative amidation of allylic alcohols and aldehydes is reported. In situ generated [(BINAP)Rh]BF4 catalyzes the one-pot isomerization/oxidative amidation of allylic alcohols or direct amidation of aldehydes using acetone or styrene as the hydrogen acceptor. The conditions are general, affording good to excellent yields with a wide array of amine and aniline nucleophiles,...

The configurations of aliphatic substances containing in their molecules several secondary alcoholic groups, or one or more secondary alcoholic groups in addition to a polar radicle as -COOH, -CHO, or = C =O, have been correlated to a single reference substance, lactic acid. Nothing is known, however, regarding the stereochemical relationships of simple secondary alcohols to the same substance ...

The growing need to address current energy and environmental problems has sparked an interest in developing improved biological methods to produce liquid fuels from renewable sources. While microbial ethanol production is well established, higher-chain alcohols possess chemical properties that are more similar to gasoline. Unfortunately, these alcohols (except 1-butanol) are not produced effici...

A catalytic Mitsunobu reaction system is described in which the azo reagent is used as an organocatalyst and iodosobenzene diacetate is used as the stoichiometric oxidant. In this system, iodosobenzene diacetate oxidizes the formed hydrazine byproduct to regenerate the azo reagent. Yields obtained in the catalytic reactions using a variety of carboxylic acids and alcohols were slightly lower th...

A new iron-catalysed oxidative amidation of differently substituted benzylic alcohols with mono- and di-substituted amines was developed.

Palladium-Catalyzed Enantioselective Oxidation of Chiral Secondary Alcohols: Access to Both Enantiomeric Series David C. Ebner, Raissa M. Trend, Cédric Genet, Matthew J. McGrath, Peter O’Brien*, and Brian M. Stoltz* The Arnold and Mabel Beckman Laboratories of Chemical Synthesis Division of Chemistry and Chemical Engineering, California Institute of Technology Pasadena, California 91125 (USA) D...