Duguet Nicolas, Harrison-Marchand Anne, Maddaluno Jacques, Tomioka Kiyoshi
Laboratoire des Fonctions Azotées & Oxygénées Complexes de l'IRCOF, UMR CNRS 6014, Université et INSA de Rouen, 76821 Mont Saint-Aignan Cedex, France.
Org Lett. 2006 Dec 7;8(25):5745-8. doi: 10.1021/ol062270d.
Mixed aggregates of chiral lithium amide and lithium ester enolate have been employed in the enantioselective conjugate addition on alpha,beta-unsaturated esters. Michael adducts were obtained in ee's up to 76% combining a lithium enolate and a chiral 3-aminopyrrolidine lithium amide. The sense of the induction was found to be determined by both the relative configuration of the stereogenic centers borne by the amide and the solvent in which the reaction was conducted. [reaction: see text]
手性酰胺锂和烯醇酸锂的混合聚集体已用于α,β-不饱和酯的对映选择性共轭加成反应。通过将烯醇酸锂和手性3-氨基吡咯烷酰胺锂结合使用，可获得对映体过量值高达76%的迈克尔加成物。发现诱导方向由酰胺所携带的立体中心的相对构型以及进行反应的溶剂共同决定。[反应：见正文]
