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Titanium‐Mediated Synthesis of 1,4‐Diketones from Grignard Reagents and Acyl Cyanohydrins
Author(s) -
Setzer Paul,
Beauseigneur Alice,
PearsonLong Morwenna S. M.,
Bertus Philippe
Publication year - 2010
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.201003923
Subject(s) - reagent , grignard reagent , nitrile , chemistry , titanium , combinatorial chemistry , organic chemistry
Double duty : In the presence of titanium isopropoxide, Grignard reagents were found to react with acyl cyanohydrins to give substituted 5‐hydroxy‐1,4‐diketones (see scheme). This new reaction involves a formal addition of a 1,2‐dianion equivalent to both the ester and nitrile moieties.