Highly Regioselective Alkylation at the More Hindered γ-Site of Unsymmetrical Ketones by Use of Their Potassium Enolates. A Comparative Study with Lithium Enolates
- 1 April 1998
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1998 (4) , 413-415
- https://doi.org/10.1055/s-1998-1668
Abstract
Alkylation of regioisomeric potassium enolates 4 and 6 obtained from corresponding silyl enol ethers 2 and 3 occurs at the most substituted site affording ketones 8. Alkylation of corresponding lithium enolates 5 and 7 occurs at the expected site affording ketones 8 or 9. As an application the one pot synthesis of spiroketones 13 from silyl enol ethers 12 is described.Keywords
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