Abstract
The reaction of chloroacetic acid and 3-chloropropionic acid with a base (LDA or Bu n Li, respectively) and then with an excess of lithium and a catalytic amount of 4,4′-di- tert-butylbiphenyl (DTBB, 5%) in the presence of different electrophiles [Bu t CHO, PhCHO, Et 2CO, (CH 2) 5CO, PhCOMe] in THF at −78°C leads, after hydrolysis with water, to the expected hydroxy acids, which in the second case are directly cyclised under acidic conditions to give the expected γ-lactones.
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