110921-15-8Relevant articles and documents
3-Alkoxypropenals as Precursors in the Synthesis of Conjugated and Semiconjugated Polyenes: Methyl-Substituted Octa- and Nona-tetraenes
Spangler, Charles W.,McCoy, Ray K.,Karavakis, Alexa A.
, p. 1203 - 1208 (2007/10/02)
Vinylic and allylic Grignard reagents react cleanly and rapidly with 3-ethoxypropenal and 2-methyl-3-ethoxypropenal to produce excellent yields of conjugated and semiconjugated dienals useful in the subsequent preparation of substituted octa- and nona-trienols.Variations in the substitution pattern allow the preparation and isolation of 2-, 3-, and 4-methylocta-1,3,5,7-tetraenes, nona-1,3,5,8-tetraene, and 5-methylnona-1,3,5,8-tetraene in good yield from the octa- and nona-trienols.Thus oxopropenylation of unsaturated Grignard reagents allows the straightforward preparation of numerous previously unknown and uncharacterized polyenes.