Jump to main content
Jump to site search

Issue 6, 2016
Previous Article Next Article

Asymmetric [3 + 2] cycloaddition of donor–acceptor aziridines with aldehydes via carbon–carbon bond cleavage

Author affiliations

Abstract

An enantioselective [3 + 2] annulation of donor–acceptor aziridines with aldehydes has been realized using a Nd(OTf)3/N,N′-dioxide/LiNTf2 catalyst system, providing various chiral cis-1,3-oxazolidines in moderate to good yields with high levels of stereocontrol. A relay catalytic process is proposed where LiNTf2 promotes the formation of azomethine ylide intermediates, and a chiral Nd(III)–N,N′-dioxide complex accelerates the asymmetric cycloaddition.

Graphical abstract: Asymmetric [3 + 2] cycloaddition of donor–acceptor aziridines with aldehydes via carbon–carbon bond cleavage

Back to tab navigation

Supplementary files

Article information


Submitted
02 Nov 2015
Accepted
23 Feb 2016
First published
23 Feb 2016

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2016,7, 3775-3779
Article type
Edge Article
Author version available

Asymmetric [3 + 2] cycloaddition of donor–acceptor aziridines with aldehydes via carbon–carbon bond cleavage

Y. Liao, X. Liu, Y. Zhang, Y. Xu, Y. Xia, L. Lin and X. Feng, Chem. Sci., 2016, 7, 3775
DOI: 10.1039/C5SC04151A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

Reproduced material should be attributed as follows:

  • For reproduction of material from NJC:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
  • For reproduction of material from PCCP:
    [Original citation] - Published by the PCCP Owner Societies.
  • For reproduction of material from PPS:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
  • For reproduction of material from all other RSC journals:
    [Original citation] - Published by The Royal Society of Chemistry.

Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.


Social activity

Search articles by author

Spotlight

Advertisements