Total Syntheses of Angelicoin A, Hericenone J, and Hericenol A via Migratory Prenyl- and Geranylation-Aromatization Sequences

被引:32
作者
Cordes, Jens [1 ]
Calo, Frederick [1 ]
Anderson, Katie [1 ]
Pfaffeneder, Toni [1 ]
Laclef, Sylvain [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; 欧洲研究理事会;
关键词
GAMMA-UNSATURATED ALCOHOLS; NATURAL-PRODUCTS; MACARANGA-SCHWEINFURTHII; ETHYL ACETOACETATE; BROWN ALGA; ANTIFUNGAL; FLAVONOIDS; CHALCONES; ACID; REARRANGEMENT;
D O I
10.1021/jo202354j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A five-step synthesis of the natural product angelicoin A using a late stage highly regioselective palladium(0)-catalyzed decarboxylative prenyl migration and aromatization sequence as the key step is reported. The method was extended with geranyl migration in eight-step total syntheses of hericenone J and hericenol A from geraniol.
引用
收藏
页码:652 / 657
页数:6
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