An efficient electrochemical radical silyl-oxygenation of electron-deficient alkenes is demonstrated, which gives access to a variety of new highly functionalized siliconcontaining molecules, including b-silyl-cyanohydrin derivatives in good yields with excellent chemo-and regio-selectivity. This electrochemical radical silylation process conducts under mild conditions without the use of transition metal catalyst or chemical oxidant and exhibits a wide scope of substrate silanes with high functional-group tolerance. The ability to access silyl radicals using electrochemical SiÀH activation offers new perspectives for the synthesis of valuable organosilicon compounds in a sustainable and green manner. Scheme 1. Radical 1,2-silylfunctionalization of alkenes.
A rational
designed Ir(III)-catalyzed enantioselective C–H
amidation of dibenzyl sulfoxides through desymmetrization and parallel
kinetic resolution is demonstrated. An Ir(III) complex equipped with
a t-butyl cyclopentadienyl ligand and paired with
a modified chiral proline enables the highly enantioselective sulfoxide-steered
C–H bond activation, providing an efficient and straightforward
way to construct sulfur chiral centers. A wide range of dibenzyl sulfoxides
and dioxazolones are compatible with this process, giving access to
a variety of highly functionalized sulfoxide compounds with synthetically
attractive amide substitution groups in good yields and enantioselectivities.
Moreover, the flexible derivatization of the amidated sulfoxide was
elaborated, providing various types of chiral sulfoxide scaffolds
that would be potentially useful in asymmetric catalysis as chiral
bidentate and tridentate ligands.
An efficient electrochemical radical silyl-oxygenation of electron-deficient alkenes is demonstrated, which gives access to a variety of new highly functionalized siliconcontaining molecules, including b-silyl-cyanohydrin derivatives in good yields with excellent chemo-and regio-selectivity. This electrochemical radical silylation process conducts under mild conditions without the use of transition metal catalyst or chemical oxidant and exhibits a wide scope of substrate silanes with high functional-group tolerance. The ability to access silyl radicals using electrochemical SiÀH activation offers new perspectives for the synthesis of valuable organosilicon compounds in a sustainable and green manner. Scheme 1. Radical 1,2-silylfunctionalization of alkenes.
A concise synthesis of (±)-merrilactone A has been accomplished featuring desymmetrization of a C -symmetric dilactone, Rh -catalyzed intramolecular hydroacylation of a 4-alkynal, and Ti -mediated reductive radical cyclization of epoxy-allene.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.