Tetrahedron Letters p. 6269 - 6272 (1990)
Update date:2022-08-04
Topics:
Graham, Samuel L.
Scholz, Thomas H.
In applying N-methoxy-N-methylamides as acylating agents for carbanions, an unusual mode of reactivity was discovered.In particular, competitive transfer of a hydroxymethyl group was observed.The mechanism of this reaction is described, and involves a base induced E2 elimination of the N-methoxy-N-methylamide generating formaldehyde and the corresponding N-methylamide anion.
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