Journal of Organic Chemistry p. 3137 - 3139 (1980)
Update date:2022-08-04
Topics:
Sonnet, Philip E.
Heath, Robert R.
Chiral Amides derived from (S)-(-)-prolinol and its methyl ether were metalated and alkylated to afford α-alkyl amides in 12-82percent ee.The configuration induced by (S)-(-)-prolinol, as the chiral auxiliary reagent, was opposite to that induced by its methyl ether.Diastereomer composition of the alkylated products were readily, in fact, uniquely, assessed by GLC by using a capillary column coated with cholesteryl cinnamate.
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