A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A

被引:47
作者
Beck, Jordan C. [1 ]
Lacker, Caitlin R. [1 ]
Chapman, Lauren M. [1 ]
Reisman, Sarah E. [1 ]
机构
[1] CALTECH, Warren & Katharine Schlinger Lab Chem & Chem Engn, Pasadena, CA 91125 USA
关键词
N-HYDROXYPHTHALIMIDE ESTERS; ENANTIOSELECTIVE SYNTHESIS; CARBOXYLIC-ACIDS; NATURAL-PRODUCT; ARYLATION; DERIVATIVES; CATALYSIS; RUMPHELLAONE; ACTIVATION; ALKYLATION;
D O I
10.1039/c8sc05444d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A modular synthesis of enantioenriched polyfunctionalized cyclobutanes was developed that features an 8aminoquinolinamide directed C-H arylation reaction. The C-H arylation products were derivatized through subsequent decarboxylative coupling processes. This synthetic strategy enabled a 9-step enantioselective total synthesis of the antiproliferative meroterpenoid (+)-rumphellaone A.
引用
收藏
页码:2315 / 2319
页数:5
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