Issue 31, 2017

Oxahelicene NHC ligands in the asymmetric synthesis of nonracemic helicenes

Abstract

A straightforward approach to enantiopure 2H-pyran-modified amino[5]helicenes and amino[6]helicenes was developed. They were converted to 1,3-disubstituted imidazolium salts and used as NHC ligand precursors in the Ni0-catalysed enantioselective [2+2+2] cycloisomerisation of aromatic triynes to obtain the model helicene derivatives in up to 86% ee.

Graphical abstract: Oxahelicene NHC ligands in the asymmetric synthesis of nonracemic helicenes

Supplementary files

Article information

Article type
Communication
Submitted
30 Jan 2017
Accepted
27 Mar 2017
First published
28 Mar 2017

Chem. Commun., 2017,53, 4370-4373

Oxahelicene NHC ligands in the asymmetric synthesis of nonracemic helicenes

I. G. Sánchez, M. Šámal, J. Nejedlý, M. Karras, J. Klívar, J. Rybáček, M. Buděšínský, L. Bednárová, B. Seidlerová, I. G. Stará and I. Starý, Chem. Commun., 2017, 53, 4370 DOI: 10.1039/C7CC00781G

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