Apical Functionalization of Chiral Heterohelicenes

作者:Surampudi Sravan K; Nagarjuna G; Okamoto Daiki; Chaudhuri Piyali D; Venkataraman D*
来源:Journal of Organic Chemistry, 2012, 77(4): 2074-2079.
DOI:10.1021/jo202623u

摘要

We describe a synthetic protocol to selectively functionalize chiral bridged triarylamines at the apical position using regioselective copper-catalyzed amination reaction. This protocol allows the coupling of diphenylamines with a sterically hindered but electronically activated aryl-Br bond in the presence of a sterically unhindered but electronically unactivated aryl-Br bond. The unactivated aryl-Br bond was utilized further to synthesize a chiral heterohelicene homodimer using Stille coupling.

  • 出版日期2012-2-17