Diastereomeric Resolution of a Racemic Biarylboronic Acid and Its Application to Divergent Asymmetric Total Syntheses of Some Axially Chiral Natural Products
作者:Chun-Young Lee、Cheol-Hong Cheon
DOI:10.1002/adsc.201500798
日期:2016.2.18
The asymmetric totalsyntheses of deshydroxytetramethylcupressuflavone and desmethylkotanin and the synthesis of a key intermediate in the previous synthesis of hibarimicinone are described using an axially chiral biarylboronic 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
Stereoselective oxazaborolidine–borane reduction of biphenyl alkyl ketones
作者:Giovanna Delogu、Davide Fabbri、Cristina de Candia、Angela Patti、Sonia Pedotti
DOI:10.1016/s0957-4166(02)00210-0
日期:2002.5
Asymmetric reduction of three different biphenyl alkyl ketones with (R)-oxazaborolidine 1 as catalyst was successfully carried out and the corresponding biphenyl alcohols were obtained in high yield and e.e. High diastereoselectivity was achieved with the C-2-symmetric, configurationally stable biphenyl 6 and more detailed investigations evidenced a cooperative effect between stereoaxis and stereocentre. (C) 2002 Elsevier Science Ltd. All rights reserved.