We are grateful to the ARO (W911NF-07-10409) and the Welch Foundation (F-1621) for their generous financial support. We also thank Prof. A. T. Keating-Clay and A. J. Hughes for helpful discussions.
A Mechanochemical Approach to Deracemization†
Article first published online: 4 JAN 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 7, pages 1640–1643, February 13, 2012
How to Cite
Wiggins, K. M. and Bielawski, C. W. (2012), A Mechanochemical Approach to Deracemization. Angew. Chem. Int. Ed., 51: 1640–1643. doi: 10.1002/anie.201107937
- Issue published online: 7 FEB 2012
- Article first published online: 4 JAN 2012
- Manuscript Received: 10 NOV 2011
- ARO. Grant Number: W911NF-07-10409
- Welch Foundation. Grant Number: F-1621
- chiral resolution;
Good combination: Enantioselective enzymatic hydrolysis was combined with a mechanically facilitated racemization process to prepare (S)-1,1′-binapthol ((S)-binol) in high yield and enantiopurity from a racemic precursor in a single step (see scheme). The enzyme cholesterol esterase stereoselectively hydrolyzes esters of (S)-binol and ultrasound was applied to achieve mechanically facilitated racemization of the precursor material.