T. Mandai*, H. Yasuda, M. Kaito
1979
Citations
0
Influential Citations
24
Citations
Journal
Tetrahedron
Abstract
Abstract 8-Phenoxy-1, 6-octadiene ( 1 ) formed by the Pd-catalyzed telomerization of butadiene with phonol was converted to 8-phenoxy-6-octen-1-ol ( 3 ). The alcohol 3 was converted to 8-iodo-1-phenoxy-2-octene ( 5 ). The Grignard reagent 7 prepared from 4-chloro 1-butyl tetrahydropranyl ether was coupled with the iodide 5 by the catalysis of CuI and bipyridyl to give 12-phenoxy-10-dodecen-1-ol ( 9 ), which was converted to 12-acetoxy-1-phenoxy-2-dodecene ( 10 ). Finally, 12-acetoxy-1, 3-dodecadiene ( 11 ) was obtained by the palladium catalyzed elimination of phenol from phenoxyacetoxy-dodecene ( 10 ).