Palladium-Catalyzed Ring-Contraction and Ring-Expansion Reactions of Cyclic Allyl Amines

Ring around the rosy: An amino group can act as the leaving group or the nucleophile in a palladium‐catalyzed allylic amination. As a result, readily accessible cyclic amines can be either ring contracted or ring expanded (see scheme).

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2011-06, Vol.50 (26), p.5924-5926
Main Authors: Dubovyk, Igor, Pichugin, Dmitry, Yudin, Andrei K.
Format: Article
Language:English
Subjects:
allyl amines
Allyl Compounds - chemistry
allylic rearrangement
Amines
Amines - chemical synthesis
Amines - chemistry
Catalysis
Cyclization
Isomerism
isomerization
Palladium
Palladium - chemistry
synthetic methods
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Description
Summary:Ring around the rosy: An amino group can act as the leaving group or the nucleophile in a palladium‐catalyzed allylic amination. As a result, readily accessible cyclic amines can be either ring contracted or ring expanded (see scheme).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201100612