Biomimetic Total Synthesis of Angelicoin A and B via a Palladium-Catalyzed Decarboxylative Prenylation-Aromatization Sequence

被引:34
|
作者
Anderson, Katie [1 ]
Calo, Frederick [1 ]
Pfaffeneder, Toni [1 ]
White, Andrew J. P. [1 ]
Barrett, Anthony G. M. [1 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
基金
英国工程与自然科学研究理事会;
关键词
CONVERGENT SYNTHESIS; NATURAL-PRODUCTS; DERIVATIVES; ALLYLATION; COMPLEXES; LACTONES; ACIDS;
D O I
10.1021/ol202320m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Five-step total syntheses of angelicoin A and B from 2,2,6-trimethyl-4-dioxinone are reported using late stage biomimetic aromatization reactions via diketo-dioxinones as intermediates. In addition, with angelicoin A, this aromatization was coupled with a palladium-catalyzed decarboxylative prenylation in a one-pot sequence as the key step.
引用
收藏
页码:5748 / 5750
页数:3
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