41513-90-0Relevant academic research and scientific papers
Ruthenium(II)-catalyzed olefination: Via carbonyl reductive cross-coupling
Wei, Wei,Dai, Xi-Jie,Wang, Haining,Li, Chenchen,Yang, Xiaobo,Li, Chao-Jun
, p. 8193 - 8197 (2017/11/27)
Natural availability of carbonyl groups offers reductive carbonyl coupling tremendous synthetic potential for efficient olefin synthesis, yet the catalytic carbonyl cross-coupling remains largely elusive. We report herein such a reaction, mediated by hydrazine under ruthenium(ii) catalysis. This method enables facile and selective cross-couplings of two unsymmetrical carbonyl compounds in either an intermolecular or intramolecular fashion. Moreover, this chemistry accommodates a variety of substrates, proceeds under mild reaction conditions with good functional group tolerance, and generates stoichiometric benign byproducts. Importantly, the coexistence of KOtBu and bidentate phosphine dmpe is vital to this transformation.
Chalcogen electrophile induced rearrangement of 1-alkynyltrialkyl borates: Controlled syntheses of trisubstituted olefins from 1-alkynes
Gerard, Julien,Hevesi, László
, p. 9109 - 9121 (2007/10/03)
The reaction of 1-alkynyltrialkyl borates with sulfenyl, selenenyl and tellurenyl halides produces β-chalcogeno alkenylboranes in good yields, with a cis relationship between the boron and the chalcogen moities. Protodeborylation of these compounds by acetic acid, or by a transmetalation-protonolysis sequence, leads to vinyl chalcogenides, which can be converted to alkenes by means of a nickel catalyzed coupling with Grignard reagents. Since the last two steps occur with retention of the stereochemistry, the overall sequence represents a highly regio- and stereoselective olefin synthesis.
Vinylborane and vinyichalcogenide mediated syntheses of tri- and tetrasubstituted olefins from 1-alkynes
Gerard, Julien,Bietlot, Emerance,Hevesi, Laszlo
, p. 8735 - 8738 (2007/10/03)
The title olefins have been prepared with high regio- and stereocontrol from 1-alkynes through vinyl boranes 1 vinyl chalcogenides; the reaction sequences involved protonolysis or transmetallation - alkylation of the boranes followed by an Ni(0) catalyzed coupling reaction.
