Issue 12, 2017

Harnessing the potential diversity of resinic diterpenes through visible light-induced sensitized oxygenation coupled to Kornblum–DeLaMare and Hock reactions

Abstract

A biomimetic procedure for the late-stage functionalization of various resinic acids is reported, implementing photooxygenation by singlet oxygen, using visible light and meso-tetraphenylporphyrin, combined to the Kornblum–DeLaMare reaction or the Hock rearrangement. In addition to giving access to several natural and unnatural diterpenes by the simplest manner, these transformations furnish biosynthetic clues expandable to other natural product families.

Graphical abstract: Harnessing the potential diversity of resinic diterpenes through visible light-induced sensitized oxygenation coupled to Kornblum–DeLaMare and Hock reactions

Supplementary files

Article information

Article type
Research Article
Submitted
25 júl 2017
Accepted
29 aug 2017
First published
31 aug 2017

Org. Chem. Front., 2017,4, 2412-2416

Harnessing the potential diversity of resinic diterpenes through visible light-induced sensitized oxygenation coupled to Kornblum–DeLaMare and Hock reactions

B. Laroche and B. Nay, Org. Chem. Front., 2017, 4, 2412 DOI: 10.1039/C7QO00633K

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