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.
1521-3773/asset/2002_left.gif?v=1&s=ac6b0d94a94d7ce7a210002b8096b42feffc0bcf)
1521-3773/asset/olbannercenter.gif?v=1&s=c083e1920cd41ed129901c116018eab93b5ad3c4)
1521-3773/asset/2002_right.gif?v=1&s=451042aa3415ae3ad0729984d26dee1866aca82e)
Communication
Double Molecular Recognition with Aminoorganoboron Complexes: Selective Alcoholysis of β-Dicarbonyl Derivatives†
Article first published online: 13 APR 2012
DOI: 10.1002/anie.201200304
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
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
- †
Publication History
- Issue published online: 23 MAY 2012
- Article first published online: 13 APR 2012
- Manuscript Revised: 23 FEB 2012
- Manuscript Received: 12 JAN 2012
Funded by
- JSPS
- MEXT
Keywords:
- alcohols;
- boron;
- 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 C![[BOND]](http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8ff.gif)
C, CN, and CO bond cleavage in addition/elimination reactions under near neutral pH conditions and provides a new method for functional group conversions.