Abstract

The low-temperature Grignard reaction of mixed carboxylic anhydrides derived from acid chlorides and o-anisic acid to the general synthesis of keto esters is demonstrated for compounds 1–6, although, some limitations on substrate and Grignard reagent species are also encountered; attempts in the oxa series 2 are unsuccessful, and reaction with ω-phenylpropyl Grignard species for 1 and 4 shows a drastic decrease in yields of the keto esters for m-methoxy analogues. Anomalous behaviour may be associated with an alternative type of specific metal-coordination complex which includes the ether oxygen atom properly situated in the substrate or the reagent

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