Catalytic Asymmetric Pictet-Spengler-Type Reaction for the Synthesis of Optically Active Indolo[3,4-cd][1]benzazepines

被引：71

作者：

Cheng, Dao-Juan ^{[1
]}

Wu, Hai-Bian ^{[1
]}

Tian, Shi-Kai ^{[1
]}

机构：

[1] Univ Sci & Technol China, Dept Chem, Joint Lab Green Synthet Chem, Hefei 230026, Anhui, Peoples R China

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 20期

基金：

中国国家自然科学基金;

关键词：

NONREARRANGED MONOTERPENOID UNIT; FRIEDEL-CRAFTS ALKYLATION; SIMPLE INDOLE ALKALOIDS; ACYLIMINIUM CYCLIZATION CASCADES; N-SULFONYL ALDIMINES; ENANTIOSELECTIVE SYNTHESIS; PHOSPHORIC-ACID; IMINES; CONSTRUCTION; DERIVATIVES;

D O I：

10.1021/ol202361t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new strategy has been introduced to develop a catalytic asymmetric Pictet-Spengler-type reaction by replacing the aldehyde with an imine. A range of 4-(2-aminoaryl)indoles smoothly undergo the chiral phosphoric acid catalyzed asymmetric Pictet-Spengler-type reaction with imines at room temperature to give structurally diverse indolo[3,4-cd][1]benzazepines in good to excellent yields and ee.

引用

页码：5636 / 5639

页数：4

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