Studies on the reactivity of calix[4]arene derived bis(spirodienone) with carbo- and hetero-dienophiles and dichlorocarbene: synthesis of highly functionalized macrocycles

Abstract

Calix[4]arene derived bis(spirodienone) can act as a 4 pi component in cycloaddition reaction with a variety of carbo- and heterodienophiles yielding the bisadducts in excellent to quantitative yields. Bis(spirodienone) also undergoes addition reactions with dichlorocarbene resulting in mono- and bis-dichlorocyclopropyl derived bis(spiroenones) in excellent yields.