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  • Title: Diastereoselective synthesis of γ-lactones through reaction of enediolates with α,β-unsaturated sulfoxonium salts.
    Author: Peraino NJ, Wheeler KA, Kerrigan NJ.
    Journal: Org Lett; 2015 Apr 03; 17(7):1735-7. PubMed ID: 25783172.
    Abstract:
    Studies of the reaction of lithium enediolates with α,β-unsaturated sulfoxonium salts are described. γ-Lactones were formed in very good to excellent yields (82% → 99% for 11 examples) and with very good to excellent diastereoselectivity (dr >90:10 for 10 examples), favoring the trans-diastereomer.
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