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A convenient route to 1-benzyl 3-aminopyrrolidine and 3-aminopiperidine

✍ Scribed by Ludovic Jean; Isabelle Baglin; Jacques Rouden; Jacques Maddaluno; Marie-Claire Lasne

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
75 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

Benzyl 3-aminopyrrolidine 1 and 1-benzyl 3-aminopiperidine 2 were prepared rapidly mainly in aqueous conditions in 55 and 75% yields, respectively, on a multi-gram scale starting from inexpensive and commercially available starting materials. The key step involved the Curtius rearrangement mediated by sodium nitrite and trifluoroacetic acid of the appropriate acylhydrazides. All the reactions (except LAH reductions) were performed in water.

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