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Facile Ring-Opening of Azabicyclic [3.1.0]- and [4.1.0]Aminocyclopropanes to Afford 3-Piperidinone and 3-Azepinone

✍ Scribed by Lee, Jisun; Berritt, Simon; Prier, Christopher K.; Joullié, Madeleine M.

Book ID: 125841927
Publisher: American Chemical Society
Year: 2011
Tongue: English
Weight: 696 KB
Volume: 13
Category: Article
ISSN: 1523-7060
DOI: 10.1021/ol103105q

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## Abstract Sterically congested 1‐azabicyclo[1.1.0]butanes **1** add hydrazoic acid smoothly at 0–5°, giving 3‐azidoazetidines **2** in good to excellent yields. After hydrogenolysis over Pd/C catalyst, compounds **2** were converted into __N__‐unsubstituted azetidin‐3‐amines **4**. Attempted redu