Issue 7, 2019

Enantioselective iridium-catalyzed carbonyl isoprenylation via alcohol-mediated hydrogen transfer

Abstract

Highly enantioselective iridium catalyzed carbonyl (2-vinyl)allylation or “isoprenylation” is achieved via hydrogen auto-transfer or 2-propanol-mediated reductive coupling from primary alcohol or aldehyde reactants, respectively. Using this method, asymmetric total syntheses of the terpenoid natural products (+)-ipsenol and (+)-ipsdienol were achieved.

Graphical abstract: Enantioselective iridium-catalyzed carbonyl isoprenylation via alcohol-mediated hydrogen transfer

Supplementary files

Article information

Article type
Communication
Submitted
07 Dec 2018
Accepted
20 Dec 2018
First published
04 Jan 2019

Chem. Commun., 2019,55, 981-984

Enantioselective iridium-catalyzed carbonyl isoprenylation via alcohol-mediated hydrogen transfer

M. Xiang, G. Luo, Y. Wang and M. J. Krische, Chem. Commun., 2019, 55, 981 DOI: 10.1039/C8CC09706B

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