Isoindoles and dihydroisoquinolines by gold-catalyzed intramolecular hydroamination of alkynes

被引：111

作者：

Kadzimirsz, D ^{[1
]}

Hildebrandt, D ^{[1
]}

Merz, K ^{[1
]}

Dyker, G ^{[1
]}

机构：

[1] Ruhr Univ Bochum, Fak Chem, D-44780 Bochum, Germany

来源：

CHEMICAL COMMUNICATIONS | 2006年 / 06期

关键词：

D O I：

10.1039/b516017k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The title compounds are enantioselectively synthesized in just two prepararative steps, making use of the Ugi-four-component reaction with an amino acid as chiral component, followed by a gold-catalyzed hydroamination.

引用

页码：661 / 662

页数：2

共 53 条

[1]

[Anonymous], 1996, ANGEW CHEM, V108, P185, DOI DOI 10.1002/ange.19961080209

[2]

[Anonymous], 1997, PROGRAM REFINEMENT C

[3] Highly efficient access to strained bicyclic ketals via gold-catalyzed cycloisomerization of bis-homopropargylic diols [J].

Antoniotti, S ;

Genin, E ;

Michelet, V ;

Genêt, JP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (28) :9976-9977

[4] AuBr3- and Cu(OTf)2-catalyzed intramolecular [4+2] cycloaddition of tethered alkynyl and alkenyl enynones and enynals:: A new synthetic method for functionalized polycyclic hydrocarbons [J].

Asao, N ;

Sato, K ;

Menggenbateer ;

Yamamoto, Y .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (09) :3682-3685

[5] Intramolecular hydroamination of alkynes catalyzed by Pd(PPh3)4/triphenylphosphine under neutral conditions [J].

Bajracharya, GB ;

Huo, ZB ;

Yamamoto, Y .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (12) :4883-4886

[6] SYNTHESIS OF ISOINDOLE BY RETRO-DIELS-ALDER REACTION [J].

BORNSTEI.J ;

SHIELDS, JE ;

REMY, DE .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (20) :1149-&

[7] Synthesis of chiral 1,1'-iminodicarboxylic acid derivatives from alpha-amino acids, aldehydes, isocyanides, and alcohols by the diastereoselective five-center four-component reaction [J].

Demharter, A ;

Horl, W ;

Herdtweck, E ;

Ugi, I .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (02) :173-175

[8]

Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO

[9]

2-U

[10]

DOMLING A, 2000, ANGEW CHEM, V112, P3301

← 1 2 3 4 5 6 →