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Facile Synthesis of Single α‐ tert ‐Alkylated Acetaldehydes by Hydroxyalkylation of Enamides in Aqueous Solution
Author(s) -
Murata Yumi,
Nishikata Takashi
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201801065
Subject(s) - alkylation , aqueous solution , chemistry , organic chemistry , aqueous medium , compatibility (geochemistry) , combinatorial chemistry , aldehyde , catalysis , materials science , composite material
Abstract In this work, we established a general protocol to synthesize single α‐ tert ‐alkylated acetaldehydes via Cu‐catalyzed hydroxyalkylation of enamides in aqueous solutions. The yields of the products were very high and there was excellent functional group compatibility. Our reaction allows easy access to highly functionalized acetaldehydes that can be used to synthesize further useful compounds including spirocycles. The control experiments revealed that this reaction includes hydroxyalkylation processes via radical reactions.