Palladium-Catalyzed Intermolecular Allylic Dearomatization Reaction of α-Substituted β-Naphthol Derivatives: Scope and Mechanistic Investigation

A highly efficient dearomatization reaction of α‐substituted β‐naphthols with excellent chemoselectivity and regioselectivity has been developed. Mechanistic studies demonstrated that the dearomatized alkylation product is the thermodynamically more stable compound. The etherification product could...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2014-06, Vol.356 (9), p.2020-2028
Main Authors: Zhuo, Chun-Xiang, You, Shu-Li
Format: Article
Language:English
Subjects:
allylic substitution
chemoselectivity
dearomatization
naphthalenones
naphthols
palladium
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Summary:A highly efficient dearomatization reaction of α‐substituted β‐naphthols with excellent chemoselectivity and regioselectivity has been developed. Mechanistic studies demonstrated that the dearomatized alkylation product is the thermodynamically more stable compound. The etherification product could be further transformed to the dearomatization product.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201400154