Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Tuesday 19th September 2017 from 8.00am to 4.00pm (BST).

During this time our website performance may be temporarily affected. If you have any questions please use the feedback button available under our menu button. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 1, 2013
Previous Article Next Article

Catalytic alkene cyclization reactions for the stereoselective synthesis of complex “terpenoid-like” heterocycles

Author affiliations

Abstract

A new catalytic synthesis of densely substituted tetrahydroquinolines is described. This reaction forms up to two rings, three bonds, and three stereogenic centers with excellent stereo- and regiocontrol in a single step. Although control experiments demonstrate that the active catalyst is protic acid, Sc(OTf)3 serves as an effective and practical pre-catalyst. The scope of this reaction is demonstrated with 21 monocyclizations and 14 bicyclization reactions.

Graphical abstract: Catalytic alkene cyclization reactions for the stereoselective synthesis of complex “terpenoid-like” heterocycles

Back to tab navigation

Supplementary files

Publication details

The article was received on 01 Sep 2012, accepted on 25 Oct 2012 and first published on 25 Oct 2012


Article type: Edge Article
DOI: 10.1039/C2SC21405A
Citation: Chem. Sci., 2013,4, 292-296
  •   Request permissions

    Catalytic alkene cyclization reactions for the stereoselective synthesis of complex “terpenoid-like” heterocycles

    J. T. Moore, C. Soldi, J. C. Fettinger and J. T. Shaw, Chem. Sci., 2013, 4, 292
    DOI: 10.1039/C2SC21405A

Search articles by author

Spotlight

Advertisements