Total Synthesis of a Pyrrole Lactone Alkaloid, Longanlactone

被引:18
作者
Reddy, Chada Raji [1 ]
Reddy, Motatipally Damoder [1 ]
Dilipkumar, Uredi [1 ]
机构
[1] CSIR Indian Inst Chem Technol, Div Nat Prod Chem, Hyderabad 500607, Andhra Pradesh, India
关键词
Total synthesis; Alkaloids; Nitrogen heterocycles; Lactones; Amino acids; NATURAL-PRODUCTS; QUARARIBEA METABOLITES; PROPARGYLATION; (-)-FUNEBRINE;
D O I
10.1002/ejoc.201402563
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first asymmetric total synthesis of the natural pyrrole lactone longanlactone has been achieved. The key reactions, a Barbier propargylation and a Paal-Knorr pyrrole synthesis, have provided easy access to the target natural product from L-aspartic acid in six steps and 31% overall yield. The C-4 epimer of the natural product and propionyllonganlactone have also been prepared by this strategy.
引用
收藏
页码:6310 / 6313
页数:4
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