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Enantioselective Phase‐Transfer‐Catalyzed Intramolecular Aza‐Michael Reaction: Effective Route to Pyrazino‐Indole Compounds
Author(s) -
Bandini Marco,
Eichholzer Astrid,
Tragni Michele,
UmaniRonchi Achille
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200705685
Subject(s) - intramolecular force , indole test , enantioselective synthesis , catalysis , chemistry , ring (chemistry) , combinatorial chemistry , phase (matter) , stereochemistry , organic chemistry
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′= t Bu, Et, Me; R=benzyl, para ‐methoxyphenyl).