Issue 2, 2007

Expedient total synthesis of pyrrothine natural products and analogs

Abstract

This paper describes an expedient and straightforward total synthesis of the two pyrrothine natural products holomycin 1a (7 steps, 11% overall) and xenorhabdin I 1c (7 steps, 11% overall) and analogs thereof via a common late-stage intermediate. The pathway proceeds via the pyrrothine hydrochloride intermediate 10 (6 steps, 17% overall) which also gave access to very fast synthesis of analogs as demonstrated by the synthesis of 1f, 1g and 1h (7 steps, 11–12% overall).

Graphical abstract: Expedient total synthesis of pyrrothine natural products and analogs

Article information

Article type
Paper
Submitted
09 Nov 2006
Accepted
13 Nov 2006
First published
27 Nov 2006

Org. Biomol. Chem., 2007,5, 344-348

Expedient total synthesis of pyrrothine natural products and analogs

T. Hjelmgaard, M. Givskov and J. Nielsen, Org. Biomol. Chem., 2007, 5, 344 DOI: 10.1039/B616411K

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