Organophotocatalyst Enabled Deoxycyclopropanation of Alcohols
Sign Up to like & getrecommendations! Published in 2024 at "Advanced Science"
DOI: 10.1002/advs.202411788
Abstract: Cyclopropane fragments, which widely exist in marketed drugs and natural products, can confer special pharmacological properties to small‐molecule drugs. Therefore, developing methods to construct cyclopropanes is of great significance. Nevertheless, the introduction of cyclopropane primarily… read more here.
Keywords: organophotocatalyst enabled; deoxycyclopropanation; deoxycyclopropanation alcohols; cyclopropane ... See more keywords
The Bent Bonds of Cubane
Sign Up to like & getrecommendations! Published in 2017 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.201700427
Abstract: The carbon–carbon bonding in cubane is shown not to be along the C–C vectors between carbon atoms at the corners of a cube. Instead, the bonding is “bent” as seen in a new single-crystal X-ray… read more here.
Keywords: bonds cubane; cyclopropane; chemistry; bent bonds ... See more keywords
Synthesis and rearrangement reactions of 1,4-dihydrospiro[1,4-methanonaphthalene-9,1′-cyclopropane] derivatives
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron"
DOI: 10.1016/j.tet.2018.07.060
Abstract: Abstract Reactions of benzyne with ester derivatives of spiro[2.4]hepta-4,6-dien-1-ylmethanol were performed. By rearrangement reaction of cyclopropyl methanol units of ((1s*,1′R*,2R*,4′S*)-1′,4′-dihydrospiro[cyclopropane-1,9'-[1,4]methanonaphthalen]-2-yl) methyl 3,5-dinitrobenzoate (13) and its isomer (14), corresponding allyl chlorides were obtained. Two rearrangement products… read more here.
Keywords: synthesis rearrangement; rearrangement reactions; cyclopropane; reactions dihydrospiro ... See more keywords
Localization of Cyclopropane Modifications in Bacterial Lipids via 213 nm Ultraviolet Photodissociation Mass Spectrometry.
Sign Up to like & getrecommendations! Published in 2019 at "Analytical chemistry"
DOI: 10.1021/acs.analchem.9b01038
Abstract: Subtle structural features in bacterial lipids such as unsaturation elements can have vast biological implications. Cyclopropane rings have been correlated with tolerance to a number of adverse conditions in bacterial phospholipids. They have also been… read more here.
Keywords: cyclopropane; ultraviolet photodissociation; 213 ultraviolet; bacterial lipids ... See more keywords
Cyclopropane Hydrogenation vs Isomerization over Pt and Pt–Sn Intermetallic Nanoparticle Catalysts: A Parahydrogen Spin-Labeling Study
Sign Up to like & getrecommendations! Published in 2020 at "Journal of Physical Chemistry C"
DOI: 10.1021/acs.jpcc.0c02493
Abstract: Hyperpolarized propane produced by heterogeneous hydrogenation of cyclopropane with parahydrogen has been proposed as a safe inhalant for sensitivity-enhanced in vivo magnetic resonance imaging. Th... read more here.
Keywords: intermetallic nanoparticle; cyclopropane; hydrogenation; cyclopropane hydrogenation ... See more keywords
3,4-Annulated Indoles via Tandem Cyclopropane Ring-Opening/Conia-ene and Michael Addition/Conia-ene Reactions.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01810
Abstract: 4-Alkynyl indoles, when treated with a benzylidene malonate or a donor-acceptor cyclopropane in the presence of a zinc halide, furnished 3,4-hexannylated or 3,4-heptannulated products, respectively, in fair to excellent yields. The reaction proceeds via a… read more here.
Keywords: ene; via tandem; conia ene; cyclopropane ... See more keywords
Sulfoxonium Ylides in Aminocatalysis: An Enantioselective Entry to Cyclopropane-Fused Chromanol Structures
Sign Up to like & getrecommendations! Published in 2022 at "Organic Letters"
DOI: 10.1021/acs.orglett.2c02204
Abstract: The 1,1a,2,7b-tetrahydrocyclopropa[c]chromene, arising from fusion of chromane and cyclopropane rings is the core of medicinally relevant compounds. Engaging sulfoxonium ylides in enantioselective aminocatalytic reactions for the first time, a convenient entry to this scaffold is… read more here.
Keywords: enantioselective entry; cyclopropane; ylides aminocatalysis; aminocatalysis enantioselective ... See more keywords
Ir-Catalyzed Biomimetic Photoisomerization of Cyclopropane in Lathyrane-Type Euphorbia Diterpenes.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03172
Abstract: An efficient Ir-catalyzed biomimetic method for photoisomerization of cyclopropane in lathyrane-type Euphorbia diterpenes is reported. Lathyrane diterpenes featuring the trans-fused cyclopropane (1a-5a) were successfully prepared from cis-cyclopropane lathyranes (1-5) in excellent yields by this stereochemical… read more here.
Keywords: cyclopropane; lathyrane type; lathyrane; photoisomerization cyclopropane ... See more keywords
A Donor-Acceptor Cyclopropane by Intramolecular C(sp3)-H Activation at a Cyclic(alkyl)(amino)carbene Center and Its Fascinating Ring-Opening Chemistry.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01072
Abstract: Virtually irreversible intramolecular C-H activations are deleterious for aza-carbenes. A picolyl-tethered cyclic(alkyl)(amino)carbene (CAAC) isomerizes into a donor-acceptor cyclopropane in this manner but restores the CAAC status by retro-C-H activation in the presence of trapping agents… read more here.
Keywords: alkyl amino; amino carbene; chemistry; cyclic alkyl ... See more keywords
Reaction Mechanism of Rapid CO Electroreduction to Propylene and Cyclopropane (C3+) over Triple Atom Catalysts.
Sign Up to like & getrecommendations! Published in 2024 at "ACS applied materials & interfaces"
DOI: 10.1021/acsami.4c06257
Abstract: The carbon monoxide reduction reaction (CORR) toward C2+ and C3+ products such as propylene and cyclopropane can not only reduce anthropogenic emissions of CO and CO2 but also produce value-added organic chemicals for polymer and… read more here.
Keywords: triple atom; atom catalysts; reaction mechanism; propylene cyclopropane ... See more keywords
Amino Acid-Based Synthesis and Glycosidase Inhibition of Cyclopropane-Containing Iminosugars
Sign Up to like & getrecommendations! Published in 2020 at "ACS Omega"
DOI: 10.1021/acsomega.0c04589
Abstract: Synthesis of four iminosugars fused to a cyclopropane ring is described using l-serine as the chiral pool. The key steps are large-scale preparation of an α,β-unsaturated piperidinone followed by completely stereoselective sulfur ylide cyclopropanation. Stereochemistry… read more here.
Keywords: based synthesis; acid based; amino acid; cyclopropane ... See more keywords