92454-52-9Relevant articles and documents
Dealkenylative Alkenylation: Formal σ-Bond Metathesis of Olefins
Kwon, Ohyun,Sadykhov, Gusein,Swain, Manisha,Wang, Ruoxi
supporting information, p. 17565 - 17571 (2020/09/01)
The dealkenylative alkenylation of alkene C(sp3)?C(sp2) bonds has been an unexplored area for C?C bond formation. Herein 64 examples of β-alkylated styrene derivatives, synthesized through the reactions of readily accessible feedstock olefins with β-nitrostyrenes by ozone/FeII-mediated radical substitutions, are reported. These reactions proceed with good efficiencies and high stereoselectivities under mild reaction conditions and tolerate an array of functional groups. Also demonstrated is the applicability of the strategy through several synthetic transformations of the products, as well as the syntheses of the natural product iso-moracin and the drug (E)-metanicotine.
Manganese(III) acetate mediated oxidative radical cyclizations. Toward vicinal all-carbon quaternary stereocenters
Logan, Angus W.J.,Parker, Jeremy S.,Hallside, Michal S.,Burton, Jonathan W.
, p. 2940 - 2943 (2012/08/28)
Manganese(III) acetate mediated oxidative radical cyclizations have been used to synthesize a range of densely functionalized and sterically congested cyclopentane-lactones. A number of the resulting lactones contain vicinal all-carbon quaternary stereocenters adjacent to a tertiary benzylic stereocenter and are formed with high levels of stereocontrol.
Highly diastereoselective pd-catalyzed carboetherification reactions of acyclic internal alkenes. Stereoselective synthesis of polysubstituted tetrahydrofurans
Ward, Amanda F.,Wolfe, John P.
supporting information; experimental part, p. 1268 - 1271 (2010/05/18)
Chemical Equation Presented A highly diastereoselective synthesis of substituted tetrahydrofurans bearing stereocenters at C2 and C1′ via Pd-catalyzed carboetherification reactions of acyclic internal alkenes is described. Use of an improved catalyst composed of Pd 2(dba)3/S-Phos provides products with up to >20;1 dr. The stereoselective preparation of tetrahydrofurans containing three stereocenters, including a molecule structurally related to simplakidine A, is also reported.