Aromatics to bis-triquinane: a tandem oxidative dearomatization of bis-phenol, cycloaddition, photorearrangement and a rapid entry into carbocyclic framework of …

D Singh, UV Chaudhari, PT Deota

Index: Singh, Deepak; Chaudhari, Umesh V.; Deota, Pradeep T. Tetrahedron, 2014 , vol. 70, # 30 p. 4485 - 4493

Full Text: HTML

Citation Number: 1

Abstract

Abstract A novel approach for the synthesis of a bird-shaped bis-triquinane 3, a fascinating carbocyclic framework closely related to the skeleton of Xeromphalinone E 1 from readily available 2, 6-dimethyl phenol 8 has been reported. The synthesis of bis-cyclohexadienones 6, 22a–e by oxidative acetylation of tetramethyl bisphenols 7, 20a–e has been investigated using two different reagents under varying reaction conditions. The cycloaddition of bis- ...