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

Benjamin Laroche; Bastien Nay

doi:10.1039/c7qo00633k

Journal articles

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

Benjamin Laroche ¹ Bastien Nay ^{1, 2, *}

* Corresponding author

1 MCAM - Molécules de Communication et Adaptation des Micro-organismes

2 DCSO - Laboratoire de synthèse organique

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.

Document type :

Journal articles

Domain :

Chemical Sciences / Organic chemistry

Complete list of metadatas

https://hal-polytechnique.archives-ouvertes.fr/hal-02093702
Contributor : Aurélien Arnoux <>
Submitted on : Tuesday, April 9, 2019 - 10:42:28 AM
Last modification on : Thursday, December 3, 2020 - 4:02:04 PM

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

Identifiers

Collections

Citation

Export

Metrics

71

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

Identifiers

Collections

Citation

Export

Share

Metrics

71