five

An Intramolecular [2 + 2] Photocycloaddition Approach to Conformationally Restricted Bis-Pyrrolidines

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https://figshare.com/articles/dataset/An_Intramolecular_2_2_Photocycloaddition_Approach_to_Conformationally_Restricted_Bis_Pyrrolidines/2269204
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With N-Boc-protected 4-(allylaminomethyl)-2­(5H)­furanones as starting materials, a photochemical approach is presented to give 3,9-diazatricyclo­[5.3.0.01,5]­decanes as conformationally restricted bis-pyrrolidines. The products are orthogonally protected at the two nitrogen atoms and exhibit, depending on the substitution pattern at positions C5, C6, and C7, latent C2 symmetry. When the furanones had a phenyl group at the 3-position (X3), alternative photochemical pathways were observed.
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2016-02-17
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