Stereoselective synthesis of disubstituted 3(2H)-furanones via catalytic intramolecular C-H insertion reactions of α-diazo-β-keto esters including asymmetric induction - Ye, T.; McKervey, M.A.; Brandes, B.D.; Doyle, M.P. (Elsevier)
Rhodium(II) catalysed decomposition of γ-alkoxy-α-diazo-β-ketoesters produce cis-2,5-disubstituted -3(2H)-furanones with high ( 〉 97%) stereoselectivity. The combination of a chiral auxiliary in the ester moiety of the diazo precursor and a chiral catalyst can lead to asymmetric synthesis with diastereoselectivities up to 61% de.
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