4.8 Article

Catalytic synthesis of γ-lactams via direct annulations of enals and N-sulfonylimines

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ORGANIC LETTERS
卷 7, 期 14, 页码 3131-3134

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AMER CHEMICAL SOC
DOI: 10.1021/ol051234w

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  1. Direct For Mathematical & Physical Scien
  2. Division Of Chemistry [0934261] Funding Source: National Science Foundation

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Cinnamaldehydes and N-sulfonylimines undergo direct annulations to cis-disubstituted gamma-lactams via the intermediacy of catalytically generated homoenolates. Critical to the success of this process was overcoming inhibition of the N-heterocyclic carbene catalyst by the electrophilic imines. The overall process proceeds with good yields and diastereoselectivites and requires no stoichiometric reagents or additives.

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