We thank the NSF (CHE-0615604) for generous financial support.
Stereoselective Alkylation of Allylic Alcohols: Tandem Ethylation and Functionalization†
Article first published online: 26 AUG 2011
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 50, Issue 40, pages 9459–9461, September 26, 2011
How to Cite
Das, P. P., Lysenko, I. L. and Cha, J. K. (2011), Stereoselective Alkylation of Allylic Alcohols: Tandem Ethylation and Functionalization. Angew. Chem. Int. Ed., 50: 9459–9461. doi: 10.1002/anie.201104331
- Issue published online: 21 SEP 2011
- Article first published online: 26 AUG 2011
- Manuscript Received: 22 JUN 2011
- NSF. Grant Number: CHE-0615604
- allylic compounds;
- natural products;
- synthetic methods;
A versatile formal SN2′ alkylation of allylic alcohols has been devised by means of the Kulinkovich reagent and in situ elaboration of the presumed alkyltitanium intermediates with electrophiles (see scheme). The utility of this method has been demonstrated in the stereoselective construction of all-carbon quaternary centers.