Abstract: | The thermolyses of various homoallylic alcohols, which are prepared from 1-alken-4-ones (B) by Grignard reaction or reduction, afforded unsymmetrical ketones or aliphatic aldehydes in good yields. For example, the reaction of methylmagnesium iodide with 1-nonen-4-one (1) gave 4-methyl-1-nonen-4-ol (2) in 87% yield. The thermolysis of (2) at the temperature of 753 K gave 2-heptanone (3) in 92% yield. By use of this method, we obtained a variety of 1-alken-5-ones (J) which can be used as important intermediates of the preparation for dihydrojasmone or cis-jasmone. |