Biomimetic Synthesis of Dendridine A

被引:24
作者
Boyd, Emily M. [1 ]
Sperry, Jonathan [1 ]
机构
[1] Univ Auckland, Sch Chem Sci, Auckland 1, New Zealand
关键词
L. OIL CAKE; INDOLE ALKALOIDS; AROMATIC NUCLEI; OXIDATION; P-(+)-DISPEGATRINE; CHEMISTRY; PHENOLS; MOCL5;
D O I
10.1021/acs.orglett.5b00300
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Biomimetic synthesis of the bisindole natural product dendridine A is reported. Although attempts to install the hindered biaryl bond by oxidative phenolic coupling of the 7-hydroxytryptamine 6 gave the undesired ortho-ortho product, a Scholl-type oxidative coupling of the 7-isopropoxytryptamine 9 with molybdenum pentachloride proceeded through the desired para-para pathway, installing the entire carbon framework of dendridine A.
引用
收藏
页码:1344 / 1346
页数:3
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