38010-47-8Relevant articles and documents
-
Goasdoue, Nicole,Gaudemar, Marcel
, p. 17 - 27 (1972)
Organozinc compounds derived from α-bromonitriles are readily prepared in solution in tetrahydrofuran (THF) and exist in the C metallated form. They condense normally with aldehydes and saturated ketones. A number of new β-hydroxy-nitriles are described. The addition of conjugated unsaturated ketones results in the formation of β-hydroxynitriles or ketonitriles, depending on the nature of the initial bromonitrile. The stereochemistry of the reaction of benzaldehyde with zinc-α-bromonitrile is not influenced by the nature of the solvent. Condensation with diethyl-malonate alkylidenes lead to the expected 1,4-addition products.