Tetrahedron Letters p. 1633 - 1636 (1997)
Update date:2022-08-03
Topics:
Martin, Ricardo
Pascual, Oscar
Romea, Pedro
Rovira, Roser
Urpi, Felix
Vilarrasa, Jaume
Amides derived from pyrrolidine and methyl (S)-lactate, methyl (S)-2-hydroxy-3-phenylpropanoate, or methyl (S)-2-hydroxy-3-methylbutanoate, after O-benzylation and O-silylation have been treated with EtLi or EtMgCl under suitable conditions, to give excellent overall yields of enantiopure ethyl ketones. The chelating ability of α-OBn amides (and even of α-O-TBS amides, which has been demonstrated by NMR to be better than that of N-OMe amides) accounts for the performance of the approach.
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(1997)
