| Literature DB >> 28455854 |
Qiao Yan1, Martin G Banwell1, Michelle L Coote1,2, Richmond Lee1,2, Anthony C Willis1.
Abstract
The enantiomer, ent-4, of the true structure, 4, of the sorbicillinoid rezishanone C (sorbivinetone) has been synthesized from a homochiral cis-1,2-dihydrocatechol that is itself generated through the whole-cell biotransformation of toluene. These studies together with dispersion-corrected DFT calculations support the proposal that rezishanone C is an artefact of the isolation process and arises through a Diels-Alder reaction between ethyl vinyl ether and sorbicillinol (3).Entities:
Keywords: Diels-Alder; density functional calculations; natural products; sorbicillins; total synthesis
Mesh:
Substances:
Year: 2017 PMID: 28455854 DOI: 10.1002/asia.201700456
Source DB: PubMed Journal: Chem Asian J ISSN: 1861-471X