1020002-96-3Relevant academic research and scientific papers
Oxidative Kinetic Resolution of Cyclic Benzylic Ethers
Liu, Lei,Liu, Ziqiang,Ma, Yingang,Sun, Shutao
, p. 176 - 180 (2020/10/30)
A manganese-catalyzed oxidative kinetic resolution of cyclic benzylic ethers through asymmetric C(sp3)?H oxidation is reported. The practical approach is applicable to a wide range of 1,3-dihydroisobenzofurans bearing diverse functional groups and substituent patterns at the α position with extremely efficient enantiodiscrimination. The generality of the strategy was further demonstrated by efficient oxidative kinetic resolution of another type of five-membered cyclic benzylic ether, 2,3-dihydrobenzofurans, and six-membered 6H-benzo[c]chromenes. Direct late-stage oxidative kinetic resolution of bioactive molecules that are otherwise difficult to access was further explored.
Highly asymmetric synthesis of (+)-corsifuran A. Elucidation of the electronic requirements in the Ruthenium-NHC catalyzed hydrogenation of benzofurans
Ortega, Nuria,Beiring, Bernhard,Urban, Slawomir,Glorius, Frank
, p. 5185 - 5192 (2012/07/31)
A short and efficient synthesis of ent-corsifuran A by a highly asymmetric hydrogenation of a benzofuran precursor is reported. In addition, the electronic influence of the substituents on the asymmetric hydrogenation of benzofurans is provided. Whereas the hydrogenation of electron-deficient benzofurans was achieved under very mild conditions, the presence of electron-donating groups in the benzofuran required harsher reaction conditions for achieving full conversion to the 2,3-dihydrobenzofuran.
Asymmetric synthesis of corsifuran A by an enantioselective oxazaborolidine reduction
Adams, Harry,Gilmore, Nathan J.,Jones, Simon,Muldowney, Mark P.,Von Reuss, Stephan H.,Vemula, Ramesh
supporting information; scheme or table, p. 1457 - 1460 (2009/04/10)
(Chemical Equation Presented) Corsifuran A has been prepared in an enantiomerically pure form for the first time by an asymmetric reduction procedure, allowing confirmation of the absolute stereochemistry of the natural product as (R).
