58824-51-4Relevant articles and documents
Highly Enantioselective Iridium-Catalyzed Coupling Reaction of Vinyl Azides and Racemic Allylic Carbonates
Han, Min,Yang, Min,Wu, Rui,Li, Yang,Jia, Tao,Gao, Yuanji,Ni, Hai-Liang,Hu, Ping,Wang, Bi-Qin,Cao, Peng
supporting information, p. 13398 - 13405 (2020/09/02)
The iridium-catalyzed enantioselective coupling reaction of vinyl azides and allylic electrophiles is presented and provides access to β-chiral carbonyl derivatives. Vinyl azides are used as acetamide enolate or acetonitrile carbanion surrogates, leading to γ,δ-unsaturated β-substituted amides as well as nitriles with excellent enantiomeric excess. These products are readily transformed into chiral N-containing building blocks and pharmaceuticals. A mechanism is proposed to rationalize the chemoselectivity of this coupling reaction.
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.
supporting information; experimental part, 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.
1-Alkyl-2,3-dihydro-4(1H)-quinolinones by a tandem Michael-SNAr annulation reaction
Bunce, Richard A.,Nago, Takahiro
experimental part, p. 623 - 628 (2009/11/30)
(Chemical Equation Presented) A tandem Michael-SNAr annulation reaction has been developed for the synthesis of 1-alkyl-2,3-dihydro-4(1H)- quinolinones. Success in the reaction followed expected electronic effects for the final SNAr