Diastereomeric Resolution of a Racemic Biaryl Boronic Acid and Its Application to Divergent Asymmetric Total Syntheses of Some Axially Chiral Natural Products

Extra Form
author Cheol-Hong Cheon
journal Advanced Synthesis & Catalysis 2016, 358(4), 549–554
Homepage https://sites.google.com/site/cheonresearchlab/


Prev이전 문서

Next다음 문서


크게 작게 위로 아래로 댓글로 가기 인쇄

The asymmetric total syntheses of deshydroxy-tetramethylcupressuflavone and desmethylkotanin and the synthesis of a key intermediate in the previous synthesis of hibarimicinone were described using an axially chiral biaryl boronic acid, prepared by the diastereomeric resolution of the corresponding rac-boronic acid, as a common intermediate. Conversion of the boronic acid moiety into either a hydrogen atom or a hydroxy group by protodeboronation or oxidation enabled us to complete the total syntheses of deshydroxytetramethylcupressuflavone and desmethylkotanin and synthesis of a key intermediate in the previous total synthesis of hibarimicinone, respectively.




1 2 3 4 5 6 7