Abstract
A theoretical study on the pyramidal inversion of the chiral sulfur compounds SO(X)(Me) (X = Cl, OMe, p-MePh) has been carried out by means of the DFT(Becke3LYP) method. Our results reveal that in the case of X = Cl, an organic tertiary amine such as NMe3 can catalyze the racemization. The base-catalyzed inversion of SO(CI)(Me) is proposed as a feasible dynamic kinetic resolution mechanism for the synthesis of chiral sulfoxides by the DAG method.
Original language | English |
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Pages (from-to) | 2197-2200 |
Journal | Organic Letters |
Volume | 6 |
Issue number | 13 |
DOIs | |
Publication status | Published - 24 Jun 2004 |