Organocatalytic Diastereo- and Enantioselective Annulation Reactions-Construction of Optically Active 1,2-Dihydroisoquinoline and 1,2-Dihydrophthalazine Derivatives

Organocatalytic Diastereo- and Enantioselective Annulation Reactions-Construction of Optically Active 1,2-Dihydroisoquinoline and 1,2-Dihydrophthalazine Derivatives

Good to high conversions (70–100 %) into optically active tri‐ or tetracyclic nitrogen‐containing compounds 1 based on 1,2‐dihydroisoquinolines and 1,2‐dihydrophthalazines proceed with high diastereoselectivity (d.r.≥15:1) and good to excellent enantioselectivity (85–96 % ee) in the presence of a ch...

Full description

Saved in:
Bibliographic Details
Published in:Angewandte Chemie International Edition Vol. 44; no. 37; pp. 6058 - 6063
Main Authors: Frisch, Kim, Landa, Aitor, Saaby, Steen, Jørgensen, Karl Anker
Format: Journal Article
Language:English
Published: Weinheim WILEY-VCH Verlag 19-09-2005
WILEY‐VCH Verlag
Subjects:
annulation
Catalysis
Crystallography, X-Ray
isoquinolines
Isoquinolines - chemistry
Molecular Structure
nitrogen heterocycles
organocatalysis
phthalazines
Phthalazines - chemistry
Stereoisomerism
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Good to high conversions (70–100 %) into optically active tri‐ or tetracyclic nitrogen‐containing compounds 1 based on 1,2‐dihydroisoquinolines and 1,2‐dihydrophthalazines proceed with high diastereoselectivity (d.r.≥15:1) and good to excellent enantioselectivity (85–96 % ee) in the presence of a chiral amine.
Bibliography:ark:/67375/WNG-TQ2WGK50-D
istex:24D4C47BB7F9FD8E4274F795E8E8395161D43D14
ArticleID:ANIE200501900
This work was made possible by a grant from The Danish National Research Foundation. A.L. thanks Eusko Jaurlaritza/Gobierno Vasco for financial support (postdoctoral fellowship). Thanks are expressed to Dr. Jacob Overgaard from the Department of Chemistry, University of Aarhus for performing the X-ray crystallographic analysis.
This work was made possible by a grant from The Danish National Research Foundation. A.L. thanks Eusko Jaurlaritza/Gobierno Vasco for financial support (postdoctoral fellowship). Thanks are expressed to Dr. Jacob Overgaard from the Department of Chemistry, University of Aarhus for performing the X‐ray crystallographic analysis.
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200501900