Lipase-Catalyzed Kinetic Resolution of Aryltrimethylsilyl Chiral Alcohols

Molecules

Dayvson J. Palmeira¹  Juliana C. Abreu¹ 

[1] Institute of Chemistry, University of São Paulo, Av. Prof. Lineu Prestes, n°. 748, SP 05508-900, São Paulo, Brazil

关键词: lipase;    aryltrimethylsilyl chiral alcohols;    kinetic resolution;    transesterification;   

DOI  :  10.3390/molecules16119697

来源: mdpi

【 摘 要 】

Lipase-catalyzed kinetic resolution of aryltrimethylsilyl chiral alcohols through a transesterification reaction was studied. The optimal conditions found for the kinetic resolution of m- and p-aryltrimethylsilyl chiral alcohols, led to excellent results, high conversions (c = 50%), high enantiomeric ratios (E > 200) and enantiomeric excesses for the remaining (S)-alcohol and (R)-acetylated product (>99%). However, kinetic resolution of o-aryltrimethylsilyl chiral alcohols did not occur under the same conditions applied to the other isomers.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.