EFFICIENT AND REGIOCONTROLLED NICKEL(II)-CATALYZED ALKYLATION OF 2-ALKYL-1,3-DIOXEP-4-ENES BY GRIGNARD REAGENTS: A SIMPLE ROUTE TO ALLYLIC ALCOHOLS
The regio- and the stereochemistries of the NidppeCl2 catalyzed alkylation of 2-alkyl-1,3-dioxep-4-enes by Grignard reagents are not affected by the nature of the C2 substituent; in any case, allylic alcohols are the main reaction products and nearly pure Z isomers are almost quantitatively obtained when either secondary or tertiary Grignard reagents are used.A rationale for the reaction is proposed.
NICKEL(II)-CATALYZED ALKYLATION OF 2-METHYL-1,3-DIOXEP-4-ENE BY GRIGNARD REAGENTS: AN EFFICIENT AND SELECTIVE ROUTE TO ALLYLIC ALCOHOLS
Allylic alcohols are formed, in good yields, through the regiocontrolled Cl2Nidppe-catalyzed alkylation of 2-methyl-1,3-dioxep-4-ene by Grignard reagents .Highly pure Z alcohols arise when secondary and tertiary aliphatic Grignards are used.