2-Substituted-2,4-endo-dimethyl-8-oxabicyclo[3.2.1]octan-3-ones as catalysts for the asymmetric epoxidation of some alkenes with Oxone®
- 4 November 2002
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 23,p. 2686-2691
- https://doi.org/10.1039/b205946k
Abstract
A range of 2-substituted-2,4-dimethyl-8-oxabicyclo[3.2.1]octan-3-ones 13–18 are available in four steps and in states of high optical purity. The fluoroketone 18 was shown to be a catalyst for the asymmetric epoxidation of stilbene, (E)-methylstilbene, phenylstilbene and chalcone (59–68% ee at 24–67% conversion) using Oxone ® as the primary oxidant.Keywords
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