110046-51-0Relevant articles and documents
Merging Halogen-Atom Transfer (XAT) and Cobalt Catalysis to Override E2-Selectivity in the Elimination of Alkyl Halides: A Mild Route towardcontra-Thermodynamic Olefins
Zhao, Huaibo,McMillan, Alastair J.,Constantin, Timothée,Mykura, Rory C.,Juliá, Fabio,Leonori, Daniele
supporting information, p. 14806 - 14813 (2021/09/18)
We report here a mechanistically distinct tactic to carry E2-type eliminations on alkyl halides. This strategy exploits the interplay of α-aminoalkyl radical-mediated halogen-atom transfer (XAT) with desaturative cobalt catalysis. The methodology is high-yielding, tolerates many functionalities, and was used to access industrially relevant materials. In contrast to thermal E2 eliminations where unsymmetrical substrates give regioisomeric mixtures, this approach enables, by fine-tuning of the electronic and steric properties of the cobalt catalyst, to obtain high olefin positional selectivity. This unprecedented mechanistic feature has allowed access tocontra-thermodynamic olefins, elusive by E2 eliminations.
Synthesis of (1R,7Z)-1-methyl-7-hexadecenyl acetate, the female sex pheromone of the honey locust gall midge
Shikichi, Yasumasa,Mori, Kenji
scheme or table, p. 1419 - 1421 (2012/10/08)
(1R,7Z)-1-Methyl-7-hexadecenyl acetate (1), the female sex pheromone of the honey locust gall midge (Dasineura gleditchiae), was synthesized from 6-hepten-1-ol in an 8.9% overall yield (eight steps). Hydrolytic kinetic resolution of (±)-1,2-epoxy-8-heptad
Microwave-assisted cross-metathesis of unsaturated thiocyanates: Application to the synthesis of thiocyanatins A and B and analogues
Cros, Fanny,Pelotier, Beatrice,Piva, Olivier
experimental part, p. 233 - 238 (2010/03/05)
The syntheses of thiocyanatin B and related dithiocyanates have been carried out by cross metathesis of unsaturated thiocyanates promoted by a ruthenium catalyst. The efficiency of the reaction depends strongly on the nature of the catalyst, the length of
