Highly Efficient Route to Functionalized Tetrahydrocarbazoles Using a Tandem Cross-Metathesis/Intramolecular-Hydroarylation Sequence

被引：44

作者：

An, Xiao-Lei ^{[1
]}

Chen, Jia-Rong ^{[1
]}

Li, Chang-Feng ^{[1
]}

Zhang, Fu-Gen ^{[1
]}

Zou, You-Quan ^{[1
]}

Guo, Ying-Cen ^{[1
]}

Xiao, Wen-Jing ^{[1
]}

机构：

[1] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2010年 / 5卷 / 10期

基金：

美国国家科学基金会;

关键词：

enantioselectivity; heterocycles; metathesis; ruthenium; synthesis design; FRIEDEL-CRAFTS REACTION; AZA-MICHAEL REACTION; ENANTIOSELECTIVE SYNTHESIS; COOPERATIVE CATALYSIS; ALLYLIC ALKYLATION; TRANSITION-METAL; BETA-CARBOLINES; SULFUR YLIDES; KETO-ESTERS; CASCADE;

D O I：

10.1002/asia.201000315

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The scope of the novel ruthenium-catalyzed tandem cross-metathesis/intramolecular-hydroarylation sequence is described. This methodology offers a practical and efficient synthesis of structurally diverse and complex tetrahydrocarbazoles in good to excellent yields (up to 98%). Moreover, preliminary efforts towards the development of an enantioselective version of the current process by sequential catalysis with ruthenium complex and chiral amine are presented, with high yields and enantioselectivities (up to 88% yield and 91% ee).

引用

页码：2258 / 2265

页数：8

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