Murray Timothy J, Forsyth Craig J
Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210-1185, USA.
Org Lett. 2008 Aug 21;10(16):3429-31. doi: 10.1021/ol800902g. Epub 2008 Jul 19.
An efficient and readily modifiable synthesis of GEX1A/herboxidiene/TAN-1609 ( 1) was developed. This modular synthesis featured a Suzuki coupling to install the conjugated diene and a Ru-catalyzed lactonization and Roush crotylation to construct the functionalized tetrahydropyran moiety. Myers' alkylation, cross-metathesis, and Keck crotylation were employed for assembly of the biologically essential side-chain domain.
已开发出一种高效且易于修饰的GEX1A/herboxidiene/TAN-1609(1)的合成方法。这种模块化合成的特点是通过铃木耦合反应来安装共轭二烯,以及通过钌催化的内酯化反应和劳什巴豆酰化反应来构建功能化的四氢吡喃部分。迈尔斯烷基化反应、交叉复分解反应和凯克巴豆酰化反应被用于组装生物学上必需的侧链结构域。