Tetrahedron

Ozonolyses of 1-alkyl-substituted 1-tert-butylethylenes and highly methylated methylenecycloalkanes. The influence of the substituent steric bulk on the direction of …

S Kawamura, H Yamakoshi, M Abe, A Masuyama…

Index: Kawamura, Shin-Ichi; Yamakoshi, Hideyuki; Abe, Manabu; Masuyama, Araki; Nojima, Masatomo Tetrahedron, 2002 , vol. 58, # 5 p. 891 - 896

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Citation Number: 4

Abstract

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 ...