- α-Amino Acids as Nucleophilic Acyl Equivalents, IV. Synthesis of Symmetrical Ketones by Means of 2-Phenyl-2-oxazolin-5-one
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2-Phenyl-2-oxazolin-5-one (2), itself easily derivable from hippuric acid (1), on reaction with allyl, benzyl or phenacyl halides undergoes 4,4-disubstitution, if the reaction is conducted in dipolar aprotic solvents in presence of weak bases.Hydrolysis of the resulting oxazolinones 3 leads to α,α-dialkylaed hippuric acids 4, which may be oxidized to symmetrical ketones 5 by means of lead tetraacetate.
- Lohmar, Rainald,Steglich, Wolfgang
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p. 3706 - 3715
(2007/10/02)
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