Stable Bromiranium Ion Salts as Reagents for Biomimetic Indole Terpenoid Cyclizations

被引：14

作者：

Bock, Jonathan ^{[1
]}

Daniliuc, Constantin G. ^{[1
]}

Hennecke, Ulrich ^{[1
,2
,3
]}

机构：

[1] Westfalische Wilhelms Univ Munster, Organ Chem Inst, Correnssstr 40, D-48149 Munster, Germany

[2] Vrije Univ Brussel, Dept Chem, Organ Chem Res Grp, Pl Laan 2, B-1050 Elsene, Belgium

[3] Vrije Univ Brussel, Dept Bioengn Sci, Organ Chem Res Grp, Pl Laan 2, B-1050 Elsene, Belgium

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 06期

关键词：

POLYENE CYCLIZATION; ALKALOIDS; BIOSYNTHESIS;

D O I：

10.1021/acs.orglett.9b00259

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Indole terpene alkaloids are a diverse group of natural products and show significant biological activities. To enable their biomimetic synthesis, electrophilic bromocyclization of polyenyl indole derivatives could be achieved using sterically demanding bromiranium ion salts with the weakly coordinating counterion BArF- as reagent. Starting from polyenyl indole derivatives, the corresponding bromocyclization products have been obtained with very high diastereoselectivity and in good yields.

引用

页码：1704 / 1707

页数：4

共 38 条

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