Lithium naphthalenide induced reductive alkylation of α-cyano ketones. A general method for regiocontrol of α,α-dialkylation of ketones
An efficient general method for the consecutive introduction of two alkyl groups to the α carbon of a ketone carbonyl has been developed, making use of the lithium naphthalenide induced reductive alkylation of an α-cyano ketone system as a key operation.
The photochemical reactivity of a number of 2-cyano 2-alkylcyclopentanones 4 was studied and found to depend on the nature of the alkyl group R.When R is CH3 or C2H5, the only products are the E and Z α,β unsaturated cyano-aldehydes 5.
Tortajada, Jeanine,Hemelryck, Bruno van,Morizur, Jean-Pierre
p. 243 - 248
(2007/10/02)
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