Quadruple Domino Organocatalysis: An Asymmetric Aza-Michael/Michael/Michael/Aldol Reaction Sequence Leading to Tetracyclic Indole Structures with Six Stereocenters

Quadruple Domino Organocatalysis: An Asymmetric Aza-Michael/Michael/Michael/Aldol Reaction Sequence Leading to Tetracyclic Indole Structures with Six Stereocenters

Quadruple domino/Wittig–one pot: An organocatalytic, asymmetric, three‐component quadruple cascade, which leads to tetracyclic double‐annulated indole derivatives, is described. The domino products were further derivatized by aldehyde olefination under one‐pot conditions to obtain complex isoindolo[...

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Bibliographic Details
Published in:Chemistry : a European journal Vol. 18; no. 33; pp. 10226 - 10229
Main Authors: Enders, Dieter, Greb, Andreas, Deckers, Kristina, Selig, Philipp, Merkens, Carina
Format: Journal Article
Language:English
Published: Weinheim WILEY-VCH Verlag 13-08-2012
WILEY‐VCH Verlag
Wiley Subscription Services, Inc
Subjects:
Aldehydes
asymmetric synthesis
Asymmetry
Bearing
Cascades
Chemistry
Derivatives
domino reactions
Indoles
one-pot reactions
organocatalysis
quadruple cascade
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Summary:Quadruple domino/Wittig–one pot: An organocatalytic, asymmetric, three‐component quadruple cascade, which leads to tetracyclic double‐annulated indole derivatives, is described. The domino products were further derivatized by aldehyde olefination under one‐pot conditions to obtain complex isoindolo[2, 1‐a]indole derivatives bearing six stereogenic centers in a highly stereoselective fashion.
Bibliography:ark:/67375/WNG-C4SN092Q-W
ArticleID:CHEM201201493
BASF
Degussa AG
istex:2241F50660A17F6CCA1180C71F564C1927B67971
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201201493