Issue 6, 2014

Asymmetric synthesis of (S)-tylophorine and (S)-cryptopleurine via one-pot Curtius rearrangement and Friedel–Crafts reaction tandem sequence

Abstract

A general and practical enantioselective synthetic approach to both the phenanthroindolizidine and phenanthroquinolizidine alkaloids (S)-tylophorine and (S)-cryptopleurine was developed, which features a stereoselective alkylation and a one-pot Curtius reaction rearrangement/intramolecular cyclization cascade sequence.

Graphical abstract: Asymmetric synthesis of (S)-tylophorine and (S)-cryptopleurine via one-pot Curtius rearrangement and Friedel–Crafts reaction tandem sequence

Supplementary files

Article information

Article type
Research Article
Submitted
21 Mar 2014
Accepted
20 May 2014
First published
21 May 2014

Org. Chem. Front., 2014,1, 674-677

Author version available

Asymmetric synthesis of (S)-tylophorine and (S)-cryptopleurine via one-pot Curtius rearrangement and Friedel–Crafts reaction tandem sequence

F. Chen, B. Su and Q. Wang, Org. Chem. Front., 2014, 1, 674 DOI: 10.1039/C4QO00084F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements