Tandem Dienone Photorearrangement–Cycloaddition for the Rapid Generation of Molecular Complexity

PH Bos, MT Antalek, JA Porco Jr…

Index: Bos, Pieter H.; Antalek, Mitchell T.; Porco, John A.; Stephenson, Corey R. J. Journal of the American Chemical Society, 2013 , vol. 135, # 47 p. 17978 - 17982

Full Text: HTML

Citation Number: 9

Abstract

A tandem dienone photorearrangement–cycloaddition (DPC) reaction of novel cyclohexadienone substrates tethered with various 2π and 4π reaction partners resulted in the formation of polycyclic, bridged frameworks. In particular, use of alkynyl ether-tethered substrates led to (3+ 2) cycloaddition to afford strained alkenes which could be further elaborated by intra-and intermolecular cycloaddition chemistry to produce complex, ...