Reaction of Rh2(S)-PTPA4 with the (R)-citronellol-derived alpha-diazo-beta-ketoester 1 led to the formation of cyclic beta-ketoester 2 in 95% yield and 48% diastereomeric excess. The purity of 2 was increased to > 99% de after one crystallization. To demonstrate its utility in steroid total synthesis, the beta-ketoester 2 was carried on to secosteroid (-)-astrogorgiadiol (3), a naturally occurr...

A series of novel 1,4diazepines have been synthesized from β-diketones / β-ketoesters of 4acetylaminobenzene sulphonyl chloride. Desired compounds were prepared by the reaction of novel βdiketone / β-ketoester derivatives of [N4-(4acetylamino) benzene sulphonyl piperazinylN1-1bromopropane] with ethylenediamine to get 1, 4dizapines. All the newly synthesized compounds were characterized with IR ...

Asymmetric Michael addition of carbon nucleophiles, nitroalkanes and a β-ketoester, to enones was investigated by using a primary amino acid lithium salt as a catalyst.

A convenient electrochemical methodology for the hydrogenation of benzoxazinones and aryl-substituted α-ketoester substrates is presented, using carbon electrodes sustainable Brønsted acids.

A total synthesis of the antimalarial indolo[3,2-j]phenanthridine alkaloid calothrixin B is reported. The key intermediate, ketoester 11, was assembled using sequential Sonogashira coupling and intra/intermolecular fashioned copper-catalyzed oxidative cyclization reactions.

“Click” chemistry has become an efficient avenue to unimolecular polymeric nanoparticles through the self-crosslinking of individual polymer chains containing appropriate functional groups. Herein we report the synthesis of ultra-small (7 nm in size) polymethyl methacrylate (PMMA) nanoparticles (NPs) by the “metal-free” cross-linking of PMMA-precursor chains prepared by reversible addition-frag...

This communication reports a significant breakthrough on the novel catalytic amide allylation to the acyclic α-ketoester systems, achieving satisfactorily high yields and extremely high levels of the asymmetric induction to allow for highly enantioselective synthesis of ester functionalised α-methylene-γ-butyrolactones.

The first enantiospecific synthesis of akaol A, a marine sesquiterpene quinol, has been achieved. Key steps of the synthetic sequence are the oxidative degradation of (-)-sclareol to a dinorlabdane ketoester, mediated by the ozone-lead(IV) acetate system, the diastereoselective α-methylation of a ketoaldehyde, followed by an intramolecular aldol condensation and the further Diels-Alder cycloadd...