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Abstract
AbstractIndium‐mediated allylation of N‐tert‐butanesulfinyl imines derived from indole‐2 and 3‐carbaldehydes 3 and 5 with allylic bromides 6, proceed with high diastereoselectivity. Homoallylic amide derivatives 13 and 14 are transformed into dihydropyridinones 15 and 16, upon successive desulfinylation, N‐acylation with acryloyl chloride and ring‐closing‐metathesis. Desulfinylation of amine ester derivatives 17 and 18, obtained when ethyl 2‐(bromomethyl)acrylate (6 b) is used as the allylating reagent, lead to the corresponding α‐methylene‐γ‐butyrolactams 19 and 20, in modest yields.
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