Abstract
IT is generally believed that esters pyrolyse to give the products of cis elimination in a six-membered cyclic transition state1. Recently, however, products corresponding to a trans elimination have been shown to be formed by the pyrolysis of methyl xanthates of some substituted cyclohexanols2. The pyrolyses of xanthates and acetates of 1-alkylcyclohexanols give predominantly the more stable endocyclic olefins3, and both cis and trans elimination have been observed in pyrolyses of chlorosulphites2, and sulphoxides4.
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References
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BUNTON, C., KHALEELUDDIN, K. & WHITTAKER, D. Pyrolysis of Esters of Borneol and isoBorneol. Nature 190, 715–716 (1961). https://doi.org/10.1038/190715a0
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DOI: https://doi.org/10.1038/190715a0
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