Direct enantioselective access to 4-substituted tetrahydroquinolines by catalytic asymmetric transfer hydrogenation of quinolines

A convenient protocol for the enantioselective synthesis of 4-substituted tetrahydroquinolines has been developed. Chiral BINOL phosphoric acids promote the reduction of a wide range of 4-substituted quinolines with Hantzsch esters with good to high levels of enantioselectivity.

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2011-10, Vol.9 (19), p.6844-6850
Main Authors: Rueping, Magnus, Theissmann, Thomas, Stoeckel, Mirjam, Antonchick, Andrey P
Format: Article
Language:English
Subjects:
Catalysis
Crystallography, X-Ray
Hydrogenation
Models, Molecular
Molecular Structure
Quinolines - chemical synthesis
Quinolines - chemistry
Stereoisomerism
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Description
Summary:A convenient protocol for the enantioselective synthesis of 4-substituted tetrahydroquinolines has been developed. Chiral BINOL phosphoric acids promote the reduction of a wide range of 4-substituted quinolines with Hantzsch esters with good to high levels of enantioselectivity.
ISSN:1477-0520
1477-0539
DOI:10.1039/c1ob05870c