3-Benzyl-3-azabicyclo[3.1.1]heptan-6-one: A Promising Building Block for Medicinal Chemistry

An efficient two-step multigram synthesis of the previously unknown 3-benzyl-3-azabicyclo[3.1.1]heptan-6-one is described. The compound is shown to be a promising building block for further selective derivatization of the cyclobutane ring providing novel conformationally restricted piperidine deriva...

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Bibliographic Details
Published in:Organic letters 2010-10, Vol.12 (19), p.4372-4375
Main Authors: Denisenko, Aleksandr V, Mityuk, Andrey P, Grygorenko, Oleksandr O, Volochnyuk, Dmytro M, Shishkin, Oleg V, Tolmachev, Andrey A, Mykhailiuk, Pavel K
Format: Article
Language:English
Subjects:
Benzyl Compounds - chemical synthesis
Bridged Bicyclo Compounds - chemical synthesis
Crystallography, X-Ray
Heptanes - chemical synthesis
Models, Molecular
Molecular Structure
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Summary:An efficient two-step multigram synthesis of the previously unknown 3-benzyl-3-azabicyclo[3.1.1]heptan-6-one is described. The compound is shown to be a promising building block for further selective derivatization of the cyclobutane ring providing novel conformationally restricted piperidine derivatives.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol101866x