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

…, TJ Woltering, AM Alker, T Bach

Index: Fort, Diego A.; Woltering, Thomas J.; Alker, Andre M.; Bach, Thorsten Heterocycles, 2014 , vol. 88, # 2 p. 1079 - 1100

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Citation Number: 5

Abstract

With N-Boc-protected 4-(allylaminomethyl)-2 (5 H) 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 C 2 symmetry. When the furanones had a phenyl group at the 3-position ( ...