Pyrolysis of Esters of Borneol and isoBorneol

IT is generally believed that esters pyrolyse to give the products of cis elimination in a six-membered cyclic transition state 1 . Recently, however, products corresponding to a trans elimination have been shown to be formed by the pyrolysis of methyl xanthates of some substituted cyclo hexanols 2...

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Veröffentlicht in:Nature (London) 1961-01, Vol.190 (4777), p.715-716
Hauptverfasser: BUNTON, C. A., KHALEELUDDIN, K., WHITTAKER, D.
Format: Artikel
Sprache:eng
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Zusammenfassung:IT is generally believed that esters pyrolyse to give the products of cis elimination in a six-membered cyclic transition state 1 . Recently, however, products corresponding to a trans elimination have been shown to be formed by the pyrolysis of methyl xanthates of some substituted cyclo hexanols 2 . The pyrolyses of xanthates and acetates of 1-alkyl cyclo hexanols give predominantly the more stable endocyclic olefins 3 , and both cis and trans elimination have been observed in pyrolyses of chlorosulphites 2 , and sulphoxides 4 .
ISSN:0028-0836
1476-4687
DOI:10.1038/190715a0