1338236-57-9Relevant articles and documents
Catalytic enantioselective oxidative cross-coupling of benzylic ethers with aldehydes
Meng, Zhilin,Sun, Shutao,Yuan, Huiqing,Lou, Hongxiang,Liu, Lei
supporting information, p. 543 - 547 (2014/01/23)
The first one-pot enantioselective oxidative coupling of cyclic benzylic ethers with aldehydes has been developed. A variety of benzylic ethers were transformed into the corresponding oxygen heterocycles with high enantioselectivity. Mechanistic experiments were conducted to determine the nature of the reaction intermediates. The application of this strategy to coupling reactions with other nucleophiles besides aldehydes was also explored. In one go: The first one-pot enantioselective oxidative coupling of cyclic benzylic ethers with aldehydes has been developed. A variety of benzylic ethers could be functionalized with this method, and the corresponding oxygen heterocycles were obtained with high enantioselectivity.
Copper-catalyzed enantioselective additions to oxocarbenium ions: Alkynylation of isochroman acetals
Maity, Prantik,Srinivas, Harathi D.,Watson, Mary P.
, p. 17142 - 17145 (2011/12/13)
We have developed an enantioselective, copper(I)-catalyzed addition of terminal alkynes to racemic isochroman acetals. This method is one of the first transition-metal-catalyzed approaches to enantioselective additions to prochiral oxocarbenium ions. In this reaction, TMSOTf is used to form the oxocarbenium ion in situ under conditions compatible with simultaneous formation of the chiral copper acetylide. By using a bis(oxazoline) ligand, good yields and enantioselectivities are observed for a variety of enantioenriched 1-alkynyl isochromans.