Total Synthesis of (+)-Mesembrine Applying Asymmetric Gold Catalysis

被引:36
作者
Spittler, Michael [1 ]
Lutsenko, Kiril [1 ]
Czekelius, Constantin [1 ]
机构
[1] Univ Dusseldorf, Inst Organ Chem & Macromol Chem, Univ Str 1, D-40225 Dusseldorf, Germany
关键词
QUATERNARY CARBON CENTERS; FORMAL TOTAL-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; SCELETIUM ALKALOIDS; CONCISE SYNTHESIS; EFFICIENT; (-)-MESEMBRINE; CONSTRUCTION; SULFONAMIDES; KETONES;
D O I
10.1021/acs.joc.6b00985
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of enantiomerically pure (+)-mesembrine is described. The central pyrrolidine moiety incorporating a quaternary, all-carbon-substituted stereocenter was constructed employing an asymmetric gold-catalyzed cydoisomerization of a 1,4-diynamide.
引用
收藏
页码:6100 / 6105
页数:6
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