Generation of allyllithium reagents by lithium-tetrahydrofuran reduction of allylic mesitoates. New procedure for selective allylic cross coupling and allylcarbinol …
JA Katzenellenbogen, RS Lenox
文献索引：Katzenellenbogen,J.A.; Lenox,R.S. Journal of Organic Chemistry, 1973 , vol. 38, p. 326 - 335
A variety of allylic mesitoates undergo alkyl-oxygen fission upon reduction by lithium metal in tetrahydrofuran at 0'. The allylic organolithium thus generated is sufficiently stable to undergo reactions with electrophilic species present in situ. In situ reaction with allylic bromides produces fair to excellent yields of 1, 5-dienes in a cross-coupling reaction that is considerably more selective than Wurtz-type procedures, in regard to crossed nature and ...
