Second-generation synthesis of salvinorin A
Second-generation synthesis of salvinorin A
复制标题
DOI：
10.1016/j.tet.2009.04.053
复制
发表时间：
2009-06-20
期刊：
影响因子：
2.1
通讯作者：
Suzuki, Toshio
中科院分区：
文献类型：
--
作者：
Hagiwara, Hisahiro;Suka, Yuhki;Suzuki, Toshio
致幻性新克罗烷类二萜鼠尾草素A的全合成的官能化通过三个双序列完成：双烯醇三氟甲磺酸酯合成，钯催化的双羰基化为双烯醇三氟甲磺酸酯，和二碘化钐介导的双共轭还原。通过螯合控制的非对映选择性还原来控制C-12处的构型。(C)2009爱思唯尔有限公司保留所有权利。
Functionalization toward total synthesis of the hallucinogenic neoclerodane diterpenoid salvinorin A was accomplished via three double sequences: bis-enol triflate synthesis, palladium-catalyzed double carbonylation to the bis-enol triflate, and samarium diiodide-mediated double conjugate reduction. The configuration at C-12 was controlled by chelation-controlled diastereoselective reduction. (C) 2009 Elsevier Ltd. All rights reserved.