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Synthese D'α-hydroxy acides optiquement actifs
Authors:G Boireau  D Abenhaǐm  A Deberly  B Sabourault
Institution:Laboratoire de Chimie Organométallique, Université de Paris-Sud, Centre d''ORSAY 91405 ORSAY FRANCE
Abstract:The reaction of chiral MAIR3OR* (M = Li, Na, K ; R = Me, Et ; OR* from R*OH = (?)N-methylephedrine) with C6H5COCO2 (?)-menthyl provide a good synthesis of α-alkyl mandelic acids with enantiomeric excess (e.e.) up to 53%. Asymmetric induction due to both the chiral centers of the (?)-menthyl group and the OR* group may be invoked to account for the higher stereoselectivity observed in the reaction.
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