SCHEDULED MAINTENANCE
The alkylation of the α-dimethylaminophenylacetonitrile with chiral 1-methylheptyl halides in liquid ammonia involves a partial inversion of the configuration. The accompanying racemization is dependent on the basic reagent and is the consequence of partial racemization of the alkylating agent and of the participation of an electron transfer process in the alkylation.
J. Chauffaille, E. Hebert and Z. Welvart, J. Chem. Soc., Perkin Trans. 2, 1982, 1645 DOI: 10.1039/P29820001645
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