Tetrahedron p. 1087 - 1098 (1999)
Update date:2022-08-05
Topics:
Cere, Vanda
Peri, Francesca
Pollicino, Salvatore
Ricci, Alfredo
Nucleophilic addition of organometallics to N,N-dimethyl-glyoxal- monohydrazone occurs smoothly to give the corresponding α-hydroxy hydrazones in high yields. From these compounds, polyfunctional derivatives such as protected α-hydroxy aldehydes and α-hydroxy nitriles can be easily obtained in satisfactory to good yields. The addition to a SAMP-hydrazone proceeds with low (35% d.e.) or reasonable (60% d.e.) levels of stereoselectivity when vinylmagnesium reagents are employed.
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