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Complexation of the silver carboxylate 58 by three molecules of N-methylephedrine is also possible. This complex also reacted with iodobis(collidine) hexafluorophosphate or iodobis(N-methylephedrine) hexafluoroantimonate to give the racemic lactone 18.
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When the iodolactonization of acid 17 was carried out with N-methylephedrine 78% ee, we obtained under our optimum conditions, the iodolactone 18 with an ee of 35, which corresponds to the expected value. Thus, no non-linear effect was observed in these cyclization reactions
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