Beilstein J. Org. Chem.2020,16, 2769–2775, doi:10.3762/bjoc.16.227
yields. On the other hand, methylene-lactone-fused spirolactams could be delivered from the allyl adducts in high yields through a sequential N-Boc protection/desulfinative lactonization.
Keywords: bifurcated synthesis; electrophilic amide allylation; α-methylene-γ-butyrolactam; α-methylene-γ
reaction conditions and led to methylene-lactone-fused spirolactams 5a–h in excellent yields without exception (88–98% two-step yields). Thus, we established the bifurcated synthetic routes toward lactams spiro-fused to α-methylene-γ-butyrolactone or α-methylene-γ-butyrolactam by using 3-phenylthiolactams
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Graphical Abstract
Scheme 1:
Examples of (a) bioactive compounds bearing an α-methylene-γ-butyrolactone structure, (b) syntheses...