The Double Annulation of Tethered Diacids and Alkynones: History and Scope
31 December 2001 (online)
The double Michael reaction of a tethered carbon diacid (a 1,n-dinucleophile) with an alkynone (a 1,1-dielectrophile) provides highly substituted and functionalized monocyclic double Michael adducts in what is formally an [n + 1] annulation. The pendant functionality in the double Michael adduct can be used to effect a second annulation. A history and overview of the "double annulation" route to bicyclic compounds is presented. The scope and selectivity of the route is also discussed.
bicyclic compounds - Michael additions - annulations - aminations - acylations