Enantioselective Synthesis of Polycyclic Nitrogen Heterocycles by Rh-Catalyzed Alkene Hydroacylation: Constructing Six-Membered Rings in the Absence of Chelation Assistance

被引：38

作者：

Du, Xiang-Wei ^{[1
]}

Ghosh, Avipsa ^{[1
]}

Stanley, Levi M. ^{[1
]}

机构：

[1] Iowa State Univ, Dept Chem, Ames, IA 50014 USA

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 15期

基金：

美国国家科学基金会;

关键词：

INTRAMOLECULAR HYDROACYLATION; COOPERATIVE CATALYSIS; C-H; 4-PENTENALS; ACTIVATION;

D O I：

10.1021/ol501869s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Catalytic, enantioselective hydroacylations of N-allylindole-2-carboxaldehydes and N-allylpyrrole-2-carboxaldehydes are reported. In contrast to many alkene hydroacylations that form six-membered rings, these annulative processes occur in the absence of ancillary functionality to stabilize the acylrhodium(III) hydride intermediate. The intramolecular hydroacylation reactions generate 7,8-dihydropyrido[1,2-a]indol-9(6H)ones and 6,7-dihydroindolizin-8(5H)-ones in moderate to high yields with excellent enantioselectivities.

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页码：4036 / 4039

页数：4

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