Total Synthesis of Olivacine and Ellipticine via a Lactone Ring Opening and Aromatization Cascade

被引：17

作者：

Dilek, Omer ^{[1
,2
]}

Patir, Suleyman ^{[1
]}

Tilki, Tahir ^{[2
]}

Erturk, Erkan ^{[1
]}

机构：

[1] TUBITAK Marmara Res Ctr, Inst Chem Technol, TR-41470 Kocaeli, Turkey

[2] Suleyman Demirel Univ, Dept Chem, TR-32260 Isparta, Turkey

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 12期

关键词：

EFFICIENT SYNTHESIS; NATURAL-PRODUCTS; ALKALOIDS; 9-METHOXYELLIPTICINE; INDOLES; SYSTEM;

D O I：

10.1021/acs.joc.9b00706

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Effective preparation of olivacine and ellipticine via late-stage D-ring cyclization is described. Key features of the synthetic routes include trifluoroacetic acid-mediated formation of a lactone that is fused to a tetrahydrocarbazole derivative and its one-pot two-step ring opening and aromatization mediated by para-toluenesulfonic acid and palladium on carbon, respectively.

引用

页码：7901 / 7916

页数：16

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