Total Syntheses of Murrayamine E, I, and K

被引:63
作者
Schuster, Christian [1 ]
Julich-Gruner, Konstanze K. [1 ]
Schnitzler, Heinrich [1 ]
Hesse, Ronny [1 ]
Jaeger, Anne [1 ]
Schmidt, Arndt W. [1 ]
Knoelker, Hans-Joachim [1 ]
机构
[1] Tech Univ Dresden, Dept Chem, D-01069 Dresden, Germany
关键词
CARBAZOLE ALKALOIDS; BIOLOGICAL-ACTIVITY; RING-CLOSURE; KOENIGII; ETHERS; CONSTITUENTS; LEAVES;
D O I
10.1021/acs.joc.5b00630
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We describe efficient synthetic routes to murrayamine A (mukoenine C), O-methylmurrayamine A, mahanine, O-methylmahanine, and murrayamine D and the first total syntheses of murrayamine E, I, and R.. Key steps are a palladium-catalyzed construction of the carbazole framework and an: annulation of the pyran ring, which is either catalyzed by phenylboronic acid or promoted by a Lewis acid.
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页码:5666 / 5673
页数:8
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