This work was generously supported by Rhodia Organique Fine (full CASE Industrial Studentship to B.G.).
Regio- and Enantioselective Synthesis of Allylic Fluorides by Electrophilic Fluorodesilylation of Allyl Silanes†
Article first published online: 16 JUL 2003
Copyright © 2003 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 42, Issue 28, pages 3291–3294, July 21, 2003
How to Cite
Greedy, B., Paris, J.-M., Vidal, T. and Gouverneur, V. (2003), Regio- and Enantioselective Synthesis of Allylic Fluorides by Electrophilic Fluorodesilylation of Allyl Silanes. Angew. Chem. Int. Ed., 42: 3291–3294. doi: 10.1002/anie.200351405
- Issue published online: 16 JUL 2003
- Article first published online: 16 JUL 2003
- Manuscript Received: 14 MAR 2003
- allylic compounds;
- asymmetric synthesis;
- cinchona alkaloids;
EnantiopureN-fluorocinchona alkaloids promoted the electrophilic fluorodesilylation of allyl silanes in a conceptually new approach to the regio- and enantioselective formation of allylic fluorides (see scheme). Excellent conversions were observed in these reactions, which afforded the desired allylic fluorides with up to 96 % ee.