Ozonolyses of 1-alkyl-substituted 1-tert-butylethylenes and highly methylated methylenecycloalkanes. The influence of the substituent steric bulk on the direction of …
Ozonolyses of 1-alkyl-substituted 1-tert-butylethylenes and of highly methylated methylenecycloalkanes were conducted in the presence of trifluoroacetophenone (7) in ether. The ozonolysis of 2, 2, 6-trimethyl-1-methylenecyclohexane provided only the crossed- ozonide 10 derived from capture of formaldehyde O-oxide with the ketone 7 in 42% yield, while in the case of the relevant 2, 2, 5-trimethyl-1-methylenecyclopentane the alternative ...
[Kutney, James P.; Gunning, Philip J.; Clewley, Robin G.; Somerville, John; Rettig, Steven J. Canadian Journal of Chemistry, 1992 , vol. 70, # 7 p. 2094 - 2114]