75814-31-2Relevant articles and documents
Reaction of Chiral Lithium Diorganocopper Reagents, LiRR*Cu, with α,β-Unsaturated Esters of Chiral Alcohols
Gustafsson, Bill,Hansson, Anna-Tora,Ullenius, Christina
, p. 113 - 118 (2007/10/02)
Conjugate addition of organometallic reagents to chiral esters of trans-3-phenyl-2-propenoic or trans-2-butenoic acid has been studied.The reagents were PhMgBr, LiPh2Cu, LiMe2Cu, LiMeR*Cu, and LiPhR*Cu.The chiral ligand R* was the 2-(1-dimethylaminoethyl)phenyl group.The assymmetric induction varied between 0.3 and 49percent and was in some cases improved by the presence of the R* ligand.The influence of substituents on the β-carbon of the α,β-unsaturated esters on the stereochemical course of the reaction is related to their coordination ability.The directing effects of the chiral ester functions are discussed.