Search

The metal‐free, green and highly atom‐economic formal [3+2] tandem cyclization is ideal for sustainable reaction development. It can be employed to synthesize unique 11H‐pyrido[3′,2′:4,5]pyrrolo[3,2‐b]indolizines from 7‐azaindoles and pyridotriazoles through a TsOH‐induced efficient process. [ABSTRACT FROM AUTHOR]

A highly efficient synthesis of polycyclic amides by a RhIII-catalyzed cascade cyclization of 3-phenyl-1,4,2-dioxazol-5-one and diphenylacetylene has been developed. This one-pot strategy expanded the application scope of directing groups to dioxazolones. [ABSTRACT FROM AUTHOR]

An efficient rhodium(III)-catalyzed vinylic sp2 C-H bond activation of 7-azaindoles with alkynes is reported, leading to the controlled synthesis of stereodefined diene and fused polycyclic heteroarene products. The novel strategy for the synthesis of diverse coupling products was controlled by the reaction conditions and the substitutions on the vinyl group. [ABSTRACT FROM AUTHOR]

Previously described a class experiment which employs the hydraulic analog to represent systems of first order reactions in batch reactors. The hydraulic experiments are extended to represent reaction systems with nonlinear systems. (JN)

Development of efficient and stereoselective synthesis of prostaglandins (PGs) is of utmost importance, owing to their valuable medicinal applications and unique chemical structures. We report here a unified synthesis of PGs cloprostenol, bimatoprost, PGF 2α , fluprostenol, and travoprost from the readily available dichloro-containing bicyclic ketone 6a guided by biocatalytic retrosynthesis, in 11-12 steps with 3.8-8.4% overall yields. An unprecedented Baeyer-Villiger monooxygenase (BVMO)-catalyzed stereoselective oxidation of 6a (99% ee), and a ketoreductase (KRED)-catalyzed diastereoselective reduction of enones 12 (87 : 13 to 99 : 1 dr) were utilized in combination for the first time to set the critical stereochemical configurations under mild conditions. Another key transformation was the copper(ii)-catalyzed regioselective p -phenylbenzoylation of the secondary alcohol of diol 10 (9.3 : 1 rr). This study not only provides an alternative route to the highly stereoselective synthesis of PGs, but also showcases the usefulness and great potential of biocatalysis in construction of complex molecules., Competing Interests: There are no conflicts to declare., (This journal is © The Royal Society of Chemistry.)