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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Dehydration Studies of r-4-Chloro-8a-methyl-trans- and cis-decahydronaphthalen-t-4a-ols

JM Coxon and JR Gibson

Australian Journal of Chemistry 32(10) 2223 - 2233
Published: 1979

Abstract

Electron-withdrawing substituents at C4 in 8a-methyl-trans-decahydronaphthalen-4a-ol allow methyl migration to compete with 1,2-elimination in H2SO4/HOAc/Ac2O media but not in SOCl2/ pyridine. Under both these reaction conditions for 4-substituted 8a-methyl-cis-decahydronaphthalen- 4a-ols methyl migration does not compete with 1,2-elimination.

https://doi.org/10.1071/CH9792223

© CSIRO 1979

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