Chelation Control in the [3 + 3] Annulation Reaction of Alkoxy Substituted 1,1-Diacylcyclopropanes With 1,3-Bis(trimethylsilyloxy)- 1,3-butadienes. Diversity-Oriented Synthesis of Isochromanes

摘要

Functionalized arenes were prepared by chelation-controlled [3 + 3] cyclization/cyclopropane opening reactions of l-trimethylsilyloxy-1,3-butadienes with benzyloxy- or methoxy-substituted 1,1-diacylcyclopropanes. A number of benzyloxy-substituted derivatives were transformed into isochromanes by deprotection and subsequent cyclization. Mixed chromanes—isochromanes were prepared starting with l,3-bis(silyloxy)-1,3-butadienes containing a remote chloride group.