131816e Novel steric effect in the thermolysis of 2-propynyl vinyl carbinols. Viola, Alfred; MacMillan, John H. (Dept of Chem., Northeastern Univ., Boston, Mass.) J. Chem Soc. D 1970, (5), 301-2 (Eng).

Formation of both acetylvinylcyclopropane and 4-acetylcyclopentene during the thermolysis of CHtripleCCH2C(OH)MeCH:CH2 (1) was confirmed in addn. to predicted AcCH2CH2CH:C:CH2. The mechanistic difference between thermolysis of 1 and CHtripleCCH2CH(OH)CH:CH2 was explained in terms of torsional effect in the transition state due to the presence of the Me group. DSJN Chem.Abstr. Vol 72, 131816e.

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