-
Boron flips the script on cyclohexaneConformational analysis of disubstituted cyclohexanes played an outsized role in the development of organic chemistry. It is striking in that context that the comparatively less stable isomers remain challenging to access. Li et al. now report a versatile method to prepare 1,2-cis, 1,3- trans, and 1,4-cis-disubstituted cyclohexanes, each of which requires a substituent ...
31.March 2023 -
Multicomponent cross-coupling reactions involving alkenes represent a compelling strategy for accessing three-dimensional molecules, a key pursuit in contemporary medicinal chemistry. Transition metal-catalysed processes predominantly necessitate the use of conjugated alkenes or non-activated alkenes equipped with specific auxiliary functional groups, for example, 8-aminoquinoline. However, it remains ...
19.August 2024 -
Six-membered rings are ubiquitous structural motifs in bioactive compounds and multifunctional materials. Notably, their thermodynamically disfavoured isomers, like disubstituted cyclohexanes featuring one substituent in an equatorial position and the other in an axial position, often exhibit enhanced physical and biological activities in comparison with their opposite isomers. However, the synthesis ...
01.June 2024 -
Abstract:Organosilicon compounds have shown tremendous potential in drug discovery and their synthesis stimulates wide interest. Multicomponent cross-coupling of alkenes with silicon reagents is used to yield complex silicon-containing compounds from readily accessible feedstock chemicals but the reaction with simple alkenes remains challenging. Here, we report a regioselective silylalkylation of simple ...
30.November 2023 -
Abstract:Chain-walking offers extensive opportunities for innovating synthetic methods that involve constructing chemical bonds at unconventional sites. This approach provides previously inaccessible retrosynthetic disconnections in organic synthesis. Through chain-walking, transition metal-catalyzed alkene difunctionalization reactions can take place in a 1, n-addition (n≠2) mode. Unlike classical ...
04.November 2023 -
Radical reactions play an important role in modern organic synthetic chemistry. The generation of carbon radicals from the homolytic cleavage of carbon–metal bonds has been widely studied as a fundamental step in organometallic chemistry. However, the implementation of this phenomenon in catalysed cascade reactions, that is, an organometallic-radical relay, is a highly challenging undertaking due ...
02.October 2023 -
Selective transformation of alkyne triple bonds to double bonds serves as an efficient platform to construct substituted alkenes. While significant advances have been made in its spatiotemporal regulation, achieving a multicomponent enantioselective reaction that requires multifaceted selectivity issues to be overcome is still uncommon. Here, we report an unprecedented asymmetric stereoselective borylcarbofunctionalization ...
09.September 2023 -
Abstract: While chain-walking stimulates wide interest in bothpolymerization and organic synthesis, site- and stereoselectivecontrol of chain-walking on rings is still a challenging task in the realmof organometallic catalysis. Inspired by a controllable chain-walkingon cyclohexane rings in olefin polymerization, we have developed aset of chain-walking carboborations of cyclcohexenes based on nickelcatalysis....
11.July 2023 -
ABSTRACT: Chiral boronic esters are a class of versatile building blocks. We describe herein an asymmetric nickel-catalyzed borylative coupling of terminal alkenes with nonactivated alkyl halides. The success of this asymmetric reaction is ascribed to the application of a chiral anionic bisoxazoline ligand. This study provides a three-component strategy to access α- and β-stereogenic boronic esters ...
30.June 2023 -
Abstract1,1-Diaryl moieties are core structures in a wide range of bioactive and pharmaceutical compounds. Transition-metal catalysis is a convenient approach to accessing these invaluable compounds affording high yields and enantioselectivities. This review summarizes 1,1-diarylalkanes synthesis through transition metal catalysis. Particular focus is given to recent developments, such as reductive ...
31.March 2023