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- W2078755069 abstract "Reported here is a DBU-mediated domino reaction of 1,4-dien-3-ones with ethyl isocyanoacetate allowing the formation of three C-C bonds and a C-N bond affording pyrrolizidine derivatives. Under the optimal conditions, the 1,4-dien-3-one 1 tolerates various aromatic, heterocyclic and alkyl groups R¹ to give single diastereoisomers in moderate to good yields. The reaction was then extended to the 1,4-dien-3-ones 2 and 3 to lead to products bearing three and four adjacent stereocenters, respectively. A plausible mechanism involves a double Michael addition followed by an intramolecular cyclization and a final 1,3-acyl migration. The absolute configuration was determined by X-ray diffraction analyses on selected derivatives." @default.
- W2078755069 created "2016-06-24" @default.
- W2078755069 date "2009-06-22" @default.
- W2078755069 modified "2023-09-25" @default.
- W2078755069 title "Stereoselective Synthesis of Pyrrolizidines" @default.
- W2078755069 doi "https://doi.org/10.1055/s-0029-1217318" @default.
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