Next Article in Journal
Trypanocidal Activity of Oxoaporphine and Pyrimidine-β-Carboline Alkaloids from the Branches of Annona foetida Mart. (Annonaceae)
Next Article in Special Issue
Recent Applications of the (TMS)3SiH Radical-Based Reagent
Previous Article in Journal
A Journey Under the Sea: The Quest for Marine Anti-Cancer Alkaloids
Previous Article in Special Issue
Dissociation of the Disilatricyclic Diallylic Dianion [(C4Ph4SiMe)2]−2 to the Silole Anion [MeSiC4Ph4] by Halide Ion Coordination or Halide Ion Nucleophilic Substitution at the Silicon Atom
Article Menu

Export Article

Open AccessArticle
Molecules 2011, 16(11), 9697-9713; https://doi.org/10.3390/molecules16119697

Lipase-Catalyzed Kinetic Resolution of Aryltrimethylsilyl Chiral Alcohols

Institute of Chemistry, University of São Paulo, Av. Prof. Lineu Prestes, n°. 748, SP 05508-900, São Paulo, Brazil
*
Author to whom correspondence should be addressed.
Received: 27 September 2011 / Revised: 28 October 2011 / Accepted: 17 November 2011 / Published: 23 November 2011
(This article belongs to the Special Issue Organosilicon Chemistry)
Full-Text   |   PDF [243 KB, uploaded 18 June 2014]   |  

Abstract

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. View Full-Text
Keywords: lipase; aryltrimethylsilyl chiral alcohols; kinetic resolution; transesterification lipase; aryltrimethylsilyl chiral alcohols; kinetic resolution; transesterification
Figures

Graphical abstract

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
SciFeed

Share & Cite This Article

MDPI and ACS Style

Palmeira, D.J.; Abreu, J.C.; Andrade, L.H. Lipase-Catalyzed Kinetic Resolution of Aryltrimethylsilyl Chiral Alcohols. Molecules 2011, 16, 9697-9713.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top