Synthesis of Lamellarin G Trimethyl Ether by von Miller-Plochl-Type Cyclocondensation

被引:22
作者
Colligs, Vanessa C. [1 ]
Dialer, Clemens [1 ]
Opatz, Till [1 ]
机构
[1] Johannes Gutenberg Univ Mainz, Inst Organ Chem, Duesbergweg 10-14, D-55128 Mainz, Germany
关键词
Nitrogen heterocycles; Pyrrole alkaloids; Natural products; von Miller-Plochl cyclocondensation; Total synthesis; AUSTRALIAN MARINE SPONGE; ONE-POT SYNTHESIS; TOPOISOMERASE-I; AROMATIC METABOLITES; EFFICIENT SYNTHESIS; MODULAR SYNTHESIS; LUKIANOL-A; ALKALOIDS; PYRROLES; DERIVATIVES;
D O I
10.1002/ejoc.201800611
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise synthesis of lamellarin G trimethyl ether based on a von Miller-Plochl-type cyclocondensation of a deprotonated -amino nitrile with an ,-unsaturated ketone as the key step was developed. The general strategy does not rely on molecular symmetry and allows for the independent variation of the substitution pattern.
引用
收藏
页码:4064 / 4070
页数:7
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