Synthesis and Absolute Configuration of the Diynediol from Psathyrella scobinacea
Synthesis and Absolute Configuration of the Diynediol from Psathyrella scobinacea
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DOI：
10.1002/cjoc.200990005
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发表时间：
2009-05
影响因子：
5.4
通讯作者：
Jian-Zhong Wu;Yikang Wu;Ya‐Jun Jian;Yihua Zhang
中科院分区：
文献类型：
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作者：
Jian-Zhong Wu;Yikang Wu;Ya‐Jun Jian;Yihua Zhang
以（R）-或（S）-乳酸盐为手性源，合成了从白腐菌Psathyrella scobinacea中分离得到的天然产物Scobidiynediol（hepta-4，6-diyne-2，3-diol）的四种异构体。通过对环状丙酮化物进行NOE实验，建立了二醇的相对构型。通过旋光度和H-1 NMR数据的比较，确定天然Scobidiynediol的相对和绝对构型均为（2S，3S）。
All the four isomers of Scobidiynediol (hepta-4,6-diyne-2,3-diol), a natural product isolated from white-rot fungus Psathyrella scobinacea, were synthesized using either (R)- or (S)-lactate as the Source of chirality. The relative configurations of the diols were established by NOE experiments performed on the cyclic acetonides. The relative as well as absolute configurations of the natural Scobidiynediol was assigned as (2S,3S) through comparison of the optical rotation and H-1 NMR data.