Total Synthesis of (±)-Scopolamine: Challenges of the Tropane Ring

被引：27
作者：
Nocquet, Pierre-Antoine [1 ]
Opatz, Till [1 ]
机构：
[1] Johannes Gutenberg Univ Mainz, Inst Organ Chem, Duesbergweg 10-14, D-55128 Mainz, Germany
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 2016卷 / 06期
关键词：
Total synthesis; Natural products; Alkaloids; Tropane; Cycloaddition; ASYMMETRIC-SYNTHESIS; ALKALOIDS; DERIVATIVES; TROPINONE; CONVENIENT; REACTIVITY; EFFICIENT; PYRROLES; REAGENT; AMINES;
D O I：
10.1002/ejoc.201501430
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Scopolamine was synthesized using 6,7-dehydrotropine as a key intermediate. Rhodium-catalyzed [4 + 3] cycloaddition chemistry and a modified Robinson-Schopf reaction were each independently evaluated for their utility in constructing the tropane core. Both synthetic approaches gave comparable overall yields.
引用
收藏
页码：1156 / 1164
页数：9
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