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

Scheduled maintenance upgrade on Thursday 4th of May 2017 from 8.00am to 9.00am (BST).

During this time our websites will be offline temporarily. If you have any questions please use the feedback button on this page. We apologise for any inconvenience this might cause and thank you for your patience.



Asymmetric total synthesis of (−)-δ-lycorane

Author affiliations

Abstract

A first asymmetric synthesis of the lycorine-type Amaryllidaceae alkaloid (−)-δ-lycorane by using a chiral bifunctional squaramide-catalysed cascade reaction as a powerful tool to construct the skeleton of the alkaloid on the basis of unsaturated β-ketoester and nitroalkene is reported. The sequence afforded a highly functionalized intermediate with three stereogenic centres with high diastereoselectivity (>20 : 1 dr) and high enantioselectivity (92% ee) in one step, which was converted into (−)-δ-lycorane in eight steps.

Graphical abstract: Asymmetric total synthesis of (−)-δ-lycorane

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 08 Jan 2017, accepted on 01 Mar 2017 and first published on 02 Mar 2017


Article type: Research Article
DOI: 10.1039/C7QO00021A
Citation: Org. Chem. Front., 2017, Advance Article
  •   Request permissions

    Asymmetric total synthesis of (−)-δ-lycorane

    J. Wang, J. Li, X. Shen, C. Dong, J. Lin and K. Wei, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00021A

Search articles by author