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Chelation‐Controlled Intermolecular Hydroacylation: Direct Addition of Alkyl Aldehydes to Functionalized Alkenes
Author(s) -
Willis Michael C.,
McNally Steven J.,
Beswick Paul J.
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200352751
Subject(s) - hydroacylation , chelation , amide , alkyl , imide , chemistry , aldehyde , alkene , organic chemistry , polymer chemistry , catalysis
The pendant methylsulfanyl group of aldehyde 1 provides chelation stabilization (see 3 ), thus allowing direct hydroacylation of functionalized electron‐poor alkenes 2 in good yields under mild conditions. Electron‐deficient alkynes can also be used as substrates. R=ester, amide, imide, sulfone; dppe=1,2‐bis(diphenylphosphanyl)ethane.
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