One pot reaction of 5-trifluoroacetyl-3,4-dihydro-2H-pyran with alkyl bromi
des Rbr in the presence of zinc powder gave the corresponding alcohol (CH2)
(3)OCH=CC(R)(CF3)OH (R: CH2CO2Me, 3a; CH2=CHCH2- 3b); 3a readily hydrolysed
to the corresponding carboxylic acid under dilute acidic conditions, intra
molecular cycle addition of this acid afforded a bicycle lactone. (C) 1999
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