Synthesis of amphidinolide T1 via catalytic, stereoselective macrocyclization
Synthesis of amphidinolide T1 via catalytic, stereoselective macrocyclization
复制标题
DOI：
10.1021/ja039716v
复制
发表时间：
2004-02-04
影响因子：
15
通讯作者：
Jamison, TF
中科院分区：
文献类型：
--
作者：
Colby, EA;O'Brien, KC;Jamison, TF
两种镍催化的炔还原偶联反应在安普敦内酯T1的模块化、立体选择性合成中发挥了重要作用（1）。C13−C21片段是由两种简单的起始原料在催化的炔-环氧化物片段偶联操作中连接而制备的，而分子内的醛-炔还原偶联同时形成大环的最终碳-碳键，并以所需的方式完全选择性地建立C13甲醇构型。
Two nickel-catalyzed reductive coupling reactions of alkynes were instrumental in a modular, stereoselective synthesis of amphidinolide T1 (1). The C13−C21 fragment was prepared from two simple starting materials that were joined in a catalytic alkyne−epoxide fragment coupling operation, whereas an intramolecular aldehyde−alkyne reductive coupling simultaneously formed the final carbon−carbon bond of the macrocycle and established the C13 carbinol configuration with complete selectivity in the desired fashion.