Cultural advice

The Australian National University acknowledges, celebrates and pays our respects to the Ngunnawal and Ngambri people of the Canberra region and to all First Nations Australians on whose traditional lands we meet and work, and whose cultures are among the oldest continuing cultures in human history.

Aboriginal and Torres Strait Islander peoples are advised that ANU Library collections may include images, names, voices, and other representations of deceased persons.

Material in the collection may contain terms, language or views that reflect the period in which the item was created and may be considered inappropriate today.

From toluene to triquinanes: Formal total syntheses of the sesquiterpenoid natural products (-)-hypnophilin and (-)-coriolin

Date

Authors

Bon, David J.-Y. D

Banwell, Martin

Ward, James

Willis, Anthony

Publisher

Elsevier

Abstract

The enantiomerically pure cis-1,2-dihydrocatechol 6, which is readily obtained via the whole-cell biotransformation of toluene, has been converted into the linear triquinane 3 using a reaction sequence involving Diels-Alder cycloaddition and oxa-di-π-met

Keywords

Keywords: 1,2 dihydrocatechol; coriolin; hypnophilin; methane; natural product; sesquiterpenoid; toluene; triquinane derivative; unclassified drug; article; chemical reaction; chirality; cycloaddition; Diels Alder reaction; drug structure; drug synthesis; drug tran (-)-Coriolin; (-)-Hypnophilin; Diels-Alder; Oxa-di-p-methane rearrangement; Sesquiterpenes; Triquinanes

URI

http://hdl.handle.net/1885/69939

Collections

ANU Research Publications

Source

Tetrahedron

Type

Journal article

DOI

10.1016/j.tet.2012.11.069

Restricted until

2037-12-31

Downloads

File

Description

01_Bon_From_toluene_to_triquinanes:_2013.pdf (451.92 KB)