Matsuura Fumiyoshi, Hao Junliang, Reents Reinhard, Kishi Yoshito
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.
Org Lett. 2006 Jul 20;8(15):3327-30. doi: 10.1021/ol0611548.
[Structure: see text] Pinnatoxins B and C were synthesized from diols (34R)-3b and (34S)-3a, respectively, in a stereochemically controlled manner. Through extensive analysis of the 1H NMR spectra of synthetic PnTXs B and C, the diagnostic NMR signals were first identified to differentiate (34S)- and (34R)-diastereomers and then used to establish the C34 configuration of natural PnTXs B and C as 34S and 34R, respectively.
[结构：见正文] 分别以立体化学控制的方式由二醇(34R)-3b和(34S)-3a合成了平纳毒素B和C。通过对合成的PnTXs B和C的1H NMR光谱进行广泛分析，首先鉴定出用于区分(34S)-和(34R)-非对映异构体的诊断性NMR信号，然后用于确定天然PnTXs B和C的C34构型分别为34S和34R。
