Regular Articles
Chiral Ligand-Controlled Asymmetric Conjugate Addition of α-Trimethylsilanylacetate to Acyclic and Cyclic Enones
2004 Volume 52 Issue 1 Pages 125-129
Details
2004 Volume 52 Issue 1 Pages 125-129
The reaction of lithium ester enolate with enones provides a challenge for chemoselectivity, that is, discrimination between a conjugate addition and a 1,2-addition. Asymmetric conjugate addition of a lithium enolate of α-trimethylsilanylacetate to acyclic and cyclic α,β-unsaturated ketones was mediated by an external chiral ligand to give the corresponding 1,4-adducts in good enantioselectivity of 74% and good chemoselectivity.
