Enantioselective Phase-Transfer-Catalyzed Intramolecular Aza-Michael Reaction: Effective Route to Pyrazino-Indole Compounds

Producing polycycles: A mild and direct stereocontrolled route to pharmacologically active pyrazino‐indol‐1‐ones has been developed. The optimal phase‐transfer conditions provide variously functionalized ring‐closed compounds in high chemical and optical yields (see scheme; X=H, F, Cl, Me, OMe; Ar=P...

Full description

Saved in:
Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2008-04, Vol.47 (17), p.3238-3241
Main Authors: Bandini, Marco, Eichholzer, Astrid, Tragni, Michele, Umani-Ronchi, Achille
Format: Article
Language:English
Subjects:
asymmetric catalysis
Catalysis
Cyclization
indoles
Indoles - chemical synthesis
Indoles - therapeutic use
Michael addition
phase-transfer catalysis
Pyrazines - chemical synthesis
Stereoisomerism
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Producing polycycles: A mild and direct stereocontrolled route to pharmacologically active pyrazino‐indol‐1‐ones has been developed. The optimal phase‐transfer conditions provide variously functionalized ring‐closed compounds in high chemical and optical yields (see scheme; X=H, F, Cl, Me, OMe; Ar=Ph, β‐naphthyl; R′=tBu, Et, Me; R=benzyl, para‐methoxyphenyl).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200705685