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High-Pressure-Promoted and Facially Selective Diels–Alder Reactions of Enzymatically Derived cis-1,2-Dihydrocatechols and Their Acetonide Derivatives: Enantiodivergent Routes to Homochiral and Polyfunctionalized Bicyclo[2.2.2]octenes

Authors :
Anthony C. Willis
Yinglai Teng
Roberto Cammi
Li-Juan Yu
Michelle L. Coote
Bo Chen
Scott G. Stewart
Martin G. Banwell
Gwion J. Harfoot
Kenneth J. McRae
Source :
The Journal of Organic Chemistry. 85:13080-13095
Publication Year :
2020
Publisher :
American Chemical Society (ACS), 2020.

Abstract

cis-1,2-Dihydrocatechols 5 (X = Me and Cl), which are available in the homochiral form through the whole-cell biotransformation of toluene and chlorobenzene, respectively, undergo Diels–Alder cyclo...

Details

ISSN :
15206904 and 00223263
Volume :
85
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi...........a233250bf505fa7f10c193785e832bd8