A palladium-catalyzed oxidative cascade carbonylative carbocyclization of enallenols was developed. Under mild reaction conditions, a range of cis -fused [5,5] bicyclic γ-lactones and γ-lactams with a 1,3-diene motif were obtained in good yields with high diastereoselectivity. The obtained lactone/lactam products are viable substrates for a stereoselective Diels–Alder reaction with N -phenylmaleimide, providing polycyclic compounds with increased molecular complexity.
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Posevins et al. (2020) studied this question.
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