Results 21 to 30 of about 90,564 (138)
One of the major challenges faced by organic chemistry is the efficient synthesis of increasingly complex molecules. Since October 2007, the Laboratory of Catalysis and Organic Synthesis (LCSO) at EPFL has been working on the development of ...
Davinia Fernández González +4 more
doaj +1 more source
Cyclization of Cyclopropyl Carbonyls and the Homo-Nazarov Reaction
Ring strain confers exceptional reactivity to the cyclopropane ring. Nevertheless, activation of the cyclopropane ring is usually needed to allow ring-opening reactions under mild conditions.
Filippo De Simone, Jérôme Waser
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4b,5,6,9-Tetrahydro-7H-dibenzo[c,e]pyrrolo[1,2-a]azepin-7-one
A simple approach to synthesize 4b,5,6,9-tetrahydro-7H-dibenzo[c,e]pyrrolo[1,2-a]azepin- 7-one has been developed, based on a three-step transformation of 2-(2-bromophenyl)cyclopropane-1,1-diester.
Maksim A. Boichenko +5 more
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Photochemical Allylation of Aldehydes or Alkanes with Vinyl Cyclopropanes
Vinyl cyclopropanes are useful linchpins for the synthesis of more complex scaffolds. In this work, we present an acylation or alkylation protocol of donor–acceptor vinyl cyclopropanes, employing tetra‐n‐butylammonium decatungstate as the photocatalyst ...
Naya A. Stini, Christoforos G. Kokotos
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A non‐canonical C16 sesquiterpene synthase from Morganella morganii produces the unusual scaffold descartane. Its cyclisation mechanism was rationalised by isotopic labelling experiments and DFT calculations. Site‐directed mutagenesis altered enzyme function, resulting in alternative products, including voltairene, which requires a different ...
Kexin Yang +4 more
wiley +1 more source
It is found that the reaction of dimethyl 2-phenylcyclopropane-1,1-dicarboxylate with 2 equivalents each of aromatic aldehydes and TaCl5 in 1,2-dichloroethane at 23 °C for 24 h after hydrolysis gives substituted 4-phenyl-3,4-dihydronaphtalene-2,2(1H ...
Tat’yana P. Zosim +5 more
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Oxidative Generation and Reactivity of the Cyclopropyl Radical From a Martin Silicate
A photoredox strategy employing Martin silicates enables the oxidative generation and controlled capture of cyclopropyl radicals, including the naked one, long considered challenging intermediates. The method affords functionalized cyclopropanes through both Giese‐type additions and dual nickel/photoredox C(sp3)−C(sp2) cross‐couplings.
Amal Lakhal +3 more
wiley +1 more source
Nitrooxylation—the installation of nitrate esters (–ONO2) has evolved from classical mixed‐acid protocols to catalytic and mechano‐, flow‐, photo‐, and electrochemical strategies. This review delineates ionic and radical manifolds for C–ONO2 bond formation, emphasizing mechanistic control, selected substrate scope, and selectivity.
Jayanta Dey, Dmitry Katayev
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Stereochemical Control in the Matteson Reaction
The Matteson homologation is a highly versatile method for the stereoselective insertion of carbenoids into boronic esters. Through iterative application of the process, complex chiral molecules can be synthesized. The stereoselectivity of the reaction is determined by a chiral diol incorporated in the boronic ester.
Hae Mo Lee, Christoph Hirschhäuser
wiley +1 more source
Cyclopropylamines have emerged as powerful photocatalytic building blocks. Upon light‐induced single‐electron oxidation, they undergo strain‐release ring opening to generate distonic iminium radicals that enable diverse transformations, including ring‐opening functionalization, formal [3 + 2] cycloadditions, radical cascades, and asymmetric bond ...
Maria Chiara Cabua +3 more
wiley +1 more source

