Metathesis reactions of unsaturated esters catalyzed by homogenous tungsten complexes. Syntheses of civetone and macrolides
作者:Jiro Tsuji、Shohei Hashiguchi
DOI:10.1016/s0022-328x(00)80988-2
日期:1981.9
obtained by the metathesis of ethyl oleate, was subjected to the Dieckmann cyclization. The cyclized product was decarboxylated to give civetone as a mixture of the cis and trans isomers. Preliminary studies of macrolide synthesis by the intramolecular metathesis of oleyl oleate and 10-undecenyl 10-undecenoate to afford 9-octadecen-18-olide and 10-eicosen-20-olide, respectively, have been carried out.
甲基10-十一烯酸的复分解反应,油酸甲酯和油乙酸在使用WCL进行了6和WOCL 4作为primarycatalysts和SnMe 4,PbMe 4中,Cp 2时间2,1和Cp 2 ZrMe 2作为助催化剂。发现催化剂体系WOCl 4 / Cp 2 TiMe 2对于不饱和酯的复分解非常活跃,并且比体系WCl 6 / SnMe 4更好。。将通过油酸乙酯复分解获得的9-十八碳烯-1,18-二酸二乙酯进行狄克曼环化。使环化产物脱羧,得到西维酮,为顺式和反式异构体的混合物。通过油酸油酯和10-十一碳烯基10-十一碳烯酸酯的分子内复分解合成大环内酯的初步研究已经分别得到9-十八碳烯-18-内酰胺和10-二十碳烯-20-内酰胺。