89357-97-1Relevant academic research and scientific papers
Stereoselectivity in the Condensation Reactions of 1-Phenylethyl Alkyl and Phenyl Ketones with Organometallic Reagents
Alvarez-Ibarra, Carlos,Arjona, Odon,Perez-Ossorio, Rafael,Perez-Rubalcaba, Alfredo,Quiroga, Maria L.,Santesmases, Maria J.
, p. 1645 - 1648 (2007/10/02)
Stereochemical results of the condensation reactions of a series of ketones, PhCHMeCOR (R= Me, Et, Pri, But, Ph), with various organomagnesium and organolithium derivatives in ethers as solvents are reported.Results are accounted for on the basis of competition between two transition states which may adopt either Karabatsos- or Felkin-type conformations according to the nature of R, the reagent nucleophilicity, and the polarity of solvent.Polar and steric analysis of this reaction allows highly stereoselective syntheses of diastereoisomeric α-phenylalkanols to be devised.
