Jump to main content
Jump to site search

Issue 91, 2012
Previous Article Next Article

Point-to-helical chirality transfer for a scalable and resolution-free synthesis of a helicenoidal DMAP organocatalyst

Author affiliations

Abstract

The synthesis of a second-generation [6]-helicenoidal DMAP organocatalyst is reported. The synthesis is reliant upon a highly diastereoselective Rh-catalysed [2 + 2 + 2] triyne cycloisomerization, using an existing stereocentre to control the sense of forming helicity. Taken together, a scalable (>1 g), resolution-free entry to a helical DMAP with the capacity for subsequent functionalization, has been achieved.

Graphical abstract: Point-to-helical chirality transfer for a scalable and resolution-free synthesis of a helicenoidal DMAP organocatalyst

  • This article is part of the themed collection: Chirality
Back to tab navigation

Supplementary files

Publication details

The article was received on 01 Aug 2012, accepted on 23 Aug 2012 and first published on 24 Aug 2012


Article type: Communication
DOI: 10.1039/C2CC35583C
Citation: Chem. Commun., 2012,48, 11181-11183
  •   Request permissions

    Point-to-helical chirality transfer for a scalable and resolution-free synthesis of a helicenoidal DMAP organocatalyst

    M. R. Crittall, N. W. G. Fairhurst and D. R. Carbery, Chem. Commun., 2012, 48, 11181
    DOI: 10.1039/C2CC35583C

Search articles by author

Spotlight

Advertisements