Facile Formation of Substituted 2-Butene-1,4-diylmagnesium Using Highly Reactive Magnesium: A Simple Approach to Complex Carbocycles and Functionalized Ketones

Article abstract of DOI:10.1021/jo00275a001

Substituted 2-butene-1,4-diylmagnesium compounds are readily prepared using highly reactive magnesium.Reactions with organodihalides yield 4-, 5-, and 6-membered carbocycles.In some cases, the initial monoalkylated intermediates can be reacted with other electrophiles.Polyfunctionalized ketones can be prepared in this manner.Depending on the initial 1,3-diene and by the proper choice of electrophiles, either 1,2-, 1,4-, or 2,1-additions may be observed.