Modular Access to N‑Substituted cis-3,5-Diaminopiperidines

A sequence of oxidative cleavage/reductive amination/hydrogenolysis enables the preparation of N-substituted cis-3,5-diaminopiperidines from a readily available bicyclic hydrazine. This new synthetic route provides a simple and general access to RNA-friendly fragments with a good chemical diversity.

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Bibliographic Details
Published in:Journal of organic chemistry 2013-12, Vol.78 (23), p.12236-12242
Main Authors: Blond, Aurélie, Dockerty, Paul, Álvarez, Raquel, Turcaud, Serge, Lecourt, Thomas, Micouin, Laurent
Format: Article
Language:English
Subjects:
Amination
Chemical Sciences
Hydrazines - chemistry
Molecular Structure
Organic chemistry
Oxidation-Reduction
Piperidines - chemical synthesis
Piperidines - chemistry
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Description
Summary:A sequence of oxidative cleavage/reductive amination/hydrogenolysis enables the preparation of N-substituted cis-3,5-diaminopiperidines from a readily available bicyclic hydrazine. This new synthetic route provides a simple and general access to RNA-friendly fragments with a good chemical diversity.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo401994y