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  • Title: Stereoselective Synthesis of β-Lactam-triflones under Catalyst-Free Conditions.
    Author: Huang Z, Wang C, Tokunaga E, Sumii Y, Shibata N.
    Journal: Org Lett; 2015 Nov 20; 17(22):5610-3. PubMed ID: 26551769.
    Abstract:
    The first example of the synthesis of β-lactam-triflones is described. Treatment of 2-diazo-1-aryl-2-(trifluoromethylsulfonyl)ethanones 1c-f with imines 2 under catalyst-free heating conditions provides pharmaceutically attractive multisubstituted β-lactam-triflones 3 in good to high yields with regio- and diastereoselectivities. A successive Wolff rearrangement and Staudinger [2 + 2] cycloaddition reaction are key elements for the success of this transformation.
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