Dearomative Indole [5+2] Cycloaddition Reactions: Stereoselective Synthesis of Highly Functionalized Cyclohepta[b]indoles

被引：70

作者：

Mei, Guangjian ^{[1
]}

Yuan, Hao ^{[1
]}

Gu, Yueqing ^{[1
]}

Chen, Wei ^{[1
]}

Chung, Lung Wa ^{[2
]}

Li, Chuang-chuang ^{[1
,2
]}

机构：

[1] Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China

[2] South Univ Sci and Technol China, Dept Chem, Shenzhen 518055, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 41期

关键词：

cycloaddition; diastereoselectivity; heterocycles; synthetic methods; ylides; ENANTIOSELECTIVE TOTAL-SYNTHESIS; INTRAMOLECULAR CYCLOADDITION; AMBIGUINE ISONITRILES; ASYMMETRIC-SYNTHESIS; 7-MEMBERED RINGS; NATURAL-PRODUCTS; TUMOR PROMOTERS; DIELS-ALDER; ALKALOIDS; CYCLIZATION;

D O I：

10.1002/anie.201406278

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first dearomative indole [5+2] cycloaddition reaction with an oxidopyrylium ylide resulted in efficient and diastereoselective construction of some highly functionalized and synthetically challenging oxacyclohepta[b]indoles. The protocol proceeds under very mild reaction conditions, thus enabling high functional-group tolerance and unique endo selectivity.

引用

页码：11051 / 11055

页数：5

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