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  • Title: Diastereoselective reaction of sulfoxonium ylides, aldehydes and ketenes: an approach to trans-γ-lactones.
    Author: Mondal M, Ho HJ, Peraino NJ, Gary MA, Wheeler KA, Kerrigan NJ.
    Journal: J Org Chem; 2013 May 03; 78(9):4587-93. PubMed ID: 23548074.
    Abstract:
    In this paper, a novel approach to γ-lactones from the reaction of sulfoxonium ylides, aldehydes, and ketenes is described. The new ylide-based method provides access to γ-lactones from disubstituted ketenes, in good yields, and with good diastereoselectivity favoring the trans-diastereomer (11 examples with dr ≥ 82:18, dr up to 92:8).
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