This work was supported by a Grant-in-Aid for Scientific Research B (General) from the JSPS, Scientific Research on Priority Areas “Advanced Molecular Transformations of Carbon Resource” from the MEXT, and the GCOE. S.O. thanks the JSPS fellowship for young scientists. The authors wish to thank Prof. R. Noyori (Nagoya University & RIKEN) for helpful discussions.
Double Molecular Recognition with Aminoorganoboron Complexes: Selective Alcoholysis of β-Dicarbonyl Derivatives†
Article first published online: 13 APR 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 22, pages 5395–5399, May 29, 2012
How to Cite
Oishi, S. and Saito, S. (2012), Double Molecular Recognition with Aminoorganoboron Complexes: Selective Alcoholysis of β-Dicarbonyl Derivatives . Angew. Chem. Int. Ed., 51: 5395–5399. doi: 10.1002/anie.201200304
- Issue published online: 23 MAY 2012
- Article first published online: 13 APR 2012
- Manuscript Revised: 23 FEB 2012
- Manuscript Received: 12 JAN 2012
- hydrogen bonds;
- molecular recognition;
- synthetic methods
Double duty: Aminoorganoboron (AOB) complexes recognize alcohol and β-dicarbonyl units, and thereby facilitate chemo- and site-selective alcoholysis of the latter (see scheme). The complex activates both reaction partners. This strategy enables CC, CN, and CO bond cleavage in addition/elimination reactions under near neutral pH conditions and provides a new method for functional group conversions.