The first example of 8-lactone formation resulting from halogeno-lactonization of a &unsaturated acid is reported.In connection with a recent total synthesis of teresantalo1,l it was necessary to separate the mixture (40 : 60) of endoand exo-acids, (I) and ( 11). Halogeno-lactonization re-actions2 have been employed for mixtures of similar but simpler norborn-5-enyl acids,3** the endo-acid usually reacting to produce a neutral y-lactone while the 6x0-acid remained in the aqueous layer as the carboxylate salt.
P-Lactones are the kinetic products from the iodolactonization of certain by-unsaturated acids. These y-iodo-p-lactones are readily isomerized to more stable p-iodoy-lactones.
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