Combinatorial Synthesis of the 1,5-Polyol System Based on Cross Metathesis: Structure Revision of Amphidinol 3
Combinatorial Synthesis of the 1,5-Polyol System Based on Cross Metathesis: Structure Revision of Amphidinol 3
复制标题
DOI：
10.1021/ol802168r
复制
发表时间：
2008-11-20
期刊：
影响因子：
5.2
通讯作者：
Murata, Michio
中科院分区：
文献类型：
--
作者：
Oishi, Tohru;Kanemoto, Mitsunori;Murata, Michio
以化学选择性交叉复分解为关键步骤，合成了AM3及其非对映体C1 -C14单元对应的1,5-多元醇体系。将合成样品的C-13 NMR数据与AM3的数据进行比较，导致了对最初提出的结构的争议。通过对降解产物的GC-MS分析，AM3在C2处的绝对构型被修正为R。
Combinatorial synthesis of a 1,5-polyol system corresponding to the C1 -C14 unit of amphidinol 3 (AM3) and its diastereomers was achieved via chemoselective cross metathesis as the key step. Comparison of C-13 NMR data of the synthetic specimens with that of AM3 led to a controversy regarding the originally proposed structure. From GC-MS analysis of the degradation product, the absolute configuration at C2 of AM3 has been revised to be R.