Organocatalytic Enantio- and Diastereoselective Cycloetherification via Dynamic Kinetic Resolution of Chiral Cyanohydrins
Keisuke Asano and Seijiro Matsubara present a selective cycloetherification via DKR of chiral cyanohydrins.
Enantioselective synthetic approaches to six-membered oxacycles are in high demand to enable the discovery of new potential therapeutic agents and bioactive molecules. However, the lack of a simple robust method for such enantioselective syntheses has limited their development. In particular, as the enantio- and diastereoselective construction of multiple stereocenters in a single operation often poses a formidable challenge, it remains desirable to develop a concise efficient method for the asymmetric installation of more than one chiral center in tetrahydropyrans.
Recently, the group of Professors Seijiro Matsubara and Keisuke Asano at Kyoto University (Japan) discovered a concise organocatalytic cycloetherification for the highly enantio- and diastereoselective synthesis of tetrahydropyrans, involving simultaneous construction of two stereogenic centers, one of which is fully substituted. This method involves dynamic kinetic resolution of reversibly generated chiral cyanohydrins.
Read the full article Organocatalytic Enantio- and Diastereoselective Cycloetherification via Dynamic Kinetic Resolution of Chiral Cyanohydrins
