138895-35-9Relevant academic research and scientific papers
Reaction of phenylacetate enolates with γ-bromo α,β-unsaturated derivatives: Diastereo- and enantioselective allylic substitution
Sevin,Seyden-Penne,Boubekeur
, p. 6253 - 6264 (2007/10/02)
The reaction of Li t.butyl phenylacetate enolate with γ-bromo-α,β-unsaturated esters 1a,b is regio- and stereoselective. Asymmetric synthesis can be performed with a chiral ester 1d. With amide 1c, the regio- and stereoselectivity are poor.
Diastereo- and enantioselective allylic S(N') substitution by phenylacetic esters enolates
Sevin,Seyden-Penne,Boubekeur
, p. 1107 - 1110 (2007/10/02)
The Anti-Michael S(N') substitution of γ-bromo-α,β-unsaturated esters 1a-c by Li t.butyl phenylacetater enolate is highly diastereoselective. Asymmetric synthesis can be performed (ee ≥ 95%) using the enantiomerically pure (1'R,2'S) 2-phenyl cyclohexyl ester 1c.
