(4 + 3)-Cycloaddition of Donor-Acceptor Cyclopropanes with Thiochalcones: A Diastereoselective Access to Tetrahydrothiepines. [PDF]
Organic Letters, 2019 A general approach is described for the formation of tetrahydrothiepines using donor-acceptor cyclopropanes. Thiochalcones, functioning as sulfur-containing four-atom building blocks, were reacted in a Lewis acid catalyzed formal (4 + 3)-cycloaddition ...
André U. Augustin +4 more
semanticscholar +6 more sources
Catalytic Enantioselective Ring-Opening Reactions of Cyclopropanes. [PDF]
Chemical Reviews, 2020 This review describes the development of enantioselective methods for the ring opening of cyclopropanes. Both approaches based on the reaction of nonchiral cyclopropanes and (dynamic) kinetic resolutions and asymmetric transformations of chiral ...
Vincent Pirenne +2 more
semanticscholar +3 more sources
Biocatalytic strategy for the highly stereoselective synthesis of CHF2-containing trisubstituted cyclopropanes [PDF]
Angewandte Chemie, 2020 The difluoromethyl (CHF2) group has attracted significant attention in drug discovery and development efforts, owing to its ability to serve as fluorinated bioisostere of methyl, hydroxyl, and thiol groups.
D. Carminati +4 more
semanticscholar +2 more sources
Cyclopropanation of unactivated alkenes with diazo compounds enables facile synthesis of challenging cyclopropanes and late-stage sesquiterpene modification. [PDF]
Chem SciCyclopropanes are prevalent motifs in pharmaceuticals and natural products; however, the construction of complex cyclopropanes remains a longstanding issue owing to low intrinsic reactivity and steric congestion.
Zhang L +9 more
europepmc +2 more sources
Reactivity of electrophilic cyclopropanes [PDF]
, 2023 Cyclopropanes that carry an electron-accepting group react as electrophiles in polar, ring-opening reactions. Analogous reactions at cyclopropanes with additional C2 substituents allow one to access difunctionalized products. Consequently, functionalized
Armin R. Ofial +3 more
core +1 more source
Light-enabled deracemization of cyclopropanes by Al-salen photocatalysis
Nature, 2023 Privileged chiral catalysts—those that share common structural features and are enantioselective across a range of reactions—continue to transform the chemical-research landscape^ 1 .
Carina Onneken +8 more
semanticscholar +1 more source
Diastereoselective Synthesis of Cyclopropanes from Carbon Pronucleophiles and Alkenes
Angewandte Chemie, 2023 Cyclopropanes are desirable structural motifs with valuable applications in drug discovery and beyond. Established alkene cyclopropanation methods give rise to cyclopropanes with a limited array of substituents, are difficult to scale, or both.
M. Kim +6 more
semanticscholar +1 more source
Modular Enantioselective Synthesis of cis-Cyclopropanes through Redox-Active Carbene Transfer and Stereoselective Photo-Decarboxylation [PDF]
, 2021 Chiral cis-cyclopropanes are strained rigid analogs of alkyl chains, whose study and application is still limited by their difficult synthesis. A modular approach for the synthesis of this challenging structures from abundant olefins is enabled by the ...
Matteo, Costantini, Abraham, Mendoza
core +2 more sources
Synthesis of (Het)aryl 2-(2-hydroxyaryl)cyclopropyl Ketones
Molecules, 2020 A simple general method for the synthesis of 1-acyl-2-(ortho-hydroxyaryl)cyclopropanes, which belong to the donor–acceptor cyclopropane family, has been developed.
Alexander A. Fadeev +6 more
doaj +1 more source
Organocatalytic activation of cyclopropanes in asymmetric synthesis
Tetrahedron Chem, 2023 Cyclopropanes are strained carbocycles that can undergo ring opening reactions in which one of the C–C bond present in the cycle is broken following a radical or ionic mechanism.
Efraím Reyes +4 more
doaj +1 more source