Improvement in the Palladium-Catalyzed Miyaura Borylation Reaction by Optimization of the Base: Scope and Mechanistic Study.

Aryl boronic acids and esters are important building blocks in API synthesis. The palladium-catalyzed Suzuki-Miyaura borylation is the most common method for their preparation. This paper describes an improvement of the current reaction conditions.

On the reaction of diphenylketene with isocyanides.

The products obtained from the reaction of diphenylketene with a variety of isocyanides are shown to depend heavily on the concentration of diphenylketene; a high concentration results in the precedented dioxolane derivatives, at much lower concentrations the reactions follow an alternative course and polycyclic beta-lactams are generated by a cascade of formal pericyclic reactions.

Silatropic carbonyl ene cyclizations in the synthesis of pseudosugars and hydroxylated piperidines.

[reaction: see text] We describe two applications of silicon-tethered thermal allyl transfer reactions of alpha-silyloxyaldehydes; formally, these processes can be regarded as silatropic carbonyl ene reactions in which the silicon tether is transferred to the aldehyde oxygen concurrent with carbonyl allylation. In the first application, isoserinal substrates, which bear side-chain nitrogen functionality, are elaborated to dihydroxypiperidines. In the second application, a product of cyclohexadienyl transfer is taken on to carbocylic analogues of, for example, mannose.