Issue 8, 2018

Catalytic asymmetric formal total syntheses of (+)- and (−)-cycloclavine

Abstract

We report an expeditious catalytic asymmetric approach to clavine alkaloids via a key Heck cyclization. This reaction sets the formation of vicinal stereocenters with excellent diastereoselectivity. Utilizing the aforementioned strategy, the formal total synthesis of cycloclavine (1) has been achieved via another key late-stage ester-aminolysis of 6.

Graphical abstract: Catalytic asymmetric formal total syntheses of (+)- and (−)-cycloclavine

Supplementary files

Article information

Article type
Communication
Submitted
24 noy 2017
Accepted
02 yan 2018
First published
02 yan 2018

Chem. Commun., 2018,54, 940-943

Catalytic asymmetric formal total syntheses of (+)- and (−)-cycloclavine

S. Chaudhuri, S. Ghosh, S. Bhunia and A. Bisai, Chem. Commun., 2018, 54, 940 DOI: 10.1039/C7CC09045E

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