南极柳珊瑚代谢物3-Furanoeudesmene的立体选择性全合成及绝对构型确定
收稿日期: 2015-05-01
修回日期: 2015-06-01
网络出版日期: 2015-06-04
基金资助
国家自然科学基金(No. 21172154)资助项目.
Asymmetric Total Synthesis of 3-Furanoeudesmene, A Metabolitefrom Antarctic Gorgonian and Determination of Its AbsoluteConfiguration
Received date: 2015-05-01
Revised date: 2015-06-01
Online published: 2015-06-04
Supported by
Project supported by the National Natural Science Foundation of China (No. 21172154).
于天姿 , 刘波 . 南极柳珊瑚代谢物3-Furanoeudesmene的立体选择性全合成及绝对构型确定[J]. 有机化学, 2015 , 35(10) : 2157 -2161 . DOI: 10.6023/cjoc201505001
The first total synthesis of 3-furanoeudesmene, an eudesmane-type sesquiterpenoid, is reported herein. Starting from the commercially available (+)-verbenone, the target molecule was achieved stereoselectively over eight steps, with ring closing metathesis and three-step synthesis of furan as the keypoints. The absolute configuration of 3-furanoeudesmene was determined by comparison of the optical rotation value of the synthetic sample with that of the natural product.
Key words： eudesmane; sesquiterpenoid; furan; total synthesis; absolute configuration
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