Tetrahedron Letters p. 1259 - 1262 (1982)
Update date:2022-08-11
Topics:
Boireau, G.
Abenhaim, D.
Deberly, A.
Sabourault, B.
The reaction of chiral MAlR3OR' (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 percent.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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