Stereochemistry of hydrolysis and elimination reaction of toluene-p-sulphonate esters on alumina
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 5,p. 281-282
- https://doi.org/10.1039/c39720000281
Abstract
A stereochemical preference for trans-1,2-elimination and hydrolysis with inversion of configuration has been found when solutions of toluene-p-sulphonate esters are stirred over alumina, but exo-norbornyl toluene-p-sulphonate undergoes 1,3-elimination and hydrolysis with retention of configuration.Keywords
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