A Ru-catalyzed direct oxidative coupling reaction of vinyl ketones was developed. It offers a straightforward and atom-economical protocol for synthesis of functionalized (E,E)-1,6-dioxo-2,4-diene derivatives in moderate to good yields with...
Herein, we report the asymmetric
Ru/cinchonine dual catalysis that
provides straightforward access to enantioselective synthesis of C-3
substituted phthalides via tandem C–H activation/Michael addition
cascade. The use of readily accessible and less expensive [RuCl2(p-cym)]2 and cinchonine catalyst for the one-pot
assembly of chiral phthalides greatly overcomes the present trend
of using highly sophisticated catalysts. The developed method provides
access to both enantiomers of a product using pseudoenantiomeric cinchona
alkaloids as catalysts streamlining the synthesis of phthalide in
both the optically active forms.
A divergent formal synthesis of polyhydroxylated macrocyclic
lactone (+)-aspicillin and polyene bioactive natural product β-parinaric
acid and the total synthesis of non-terpenoid metabolite isolaurepan
have been achieved using a ruthenium-catalyzed stereo- and chemoselective
oxidative coupling reaction of easily accessible vinyl ketones and
acrylates. The crucial transformation involves the efficient synthesis
and functionalization of stereodefined (E,E)-1,6-dioxo-2,4-dienes
using simple reaction protocols, which enabled straightforward access
to a diverse range of bioactive natural products.
Benzyl alcohols have been employed
as effective coupling partners
in Ru-catalyzed C–H functionalization reactions, and their
annulation with maleimides then offers efficient synthesis of useful
ortho substituted succinimide aromatic aldehydes and ketones. Detailed
mechanistic studies have been demonstrated by performing preliminary
reactions, deuterium studies, and competitive experiments.
Ru-catalysed oxidative coupling of allylsilanes and allyl esters with activated olefins has been developed via isomerization followed by C(allyl)-H activation providing efficient access to stereodefined 1,3-dienes in excellent yields. Mild...
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