Studies on Thiourea Catalysed Bromocycloetherification and Bromolactonisations*
Venkatachalam Pitchumani A and David W. Lupton
A B
+ Author Affiliations
- Author Affiliations
A School of Chemistry, Monash University, Clayton, Vic. 3800, Australia.
B Corresponding author. Email: david.lupton@monash.edu
Australian Journal of Chemistry 73(12) 1292-1295 https://doi.org/10.1071/CH20184
Submitted: 5 June 2020 Accepted: 30 July 2020 Published: 1 September 2020
Abstract
Lewis base catalysed halofunctionalisation reactions of alkenes are well established and allow access to, among others, various oxygen containing heterocycles. By exploiting the known conversion of N-heterocyclic carbenes into the corresponding thioureas it has been possible to prepare and study a range of chiral and non-chiral Lewis base catalysts for such reactions. Although all thiourea catalysts were found to mediate bromocycloetherification and bromolactonisation reactions, they could not be achieved with enantioselectivity.
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