Facile synthesis of 2-azaspiro[3.4]octane

Our annulation strategy utilized for the synthesis of 2-azaspiro[3.4]octane is explained. Three successful routes for the synthesis were developed. One of the approaches involved annulation of the cyclopentane ring and the remaining two approaches involved annulation of the four membered ring. All t...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2019-03, Vol.17 (11), p.3056-3065
Main Authors: Ramesh, Subbiah, Balakumar, Ramadas, Rizzo, John R, Zhang, Tony Y
Format: Article
Language:English
Subjects:
Chemical reactions
Cyclopentane
Organic chemistry
Synthesis
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Summary:Our annulation strategy utilized for the synthesis of 2-azaspiro[3.4]octane is explained. Three successful routes for the synthesis were developed. One of the approaches involved annulation of the cyclopentane ring and the remaining two approaches involved annulation of the four membered ring. All three approaches employ readily available starting materials with conventional chemical transformations and minimal chromatographic purifications to afford the title compound. The merits and limitations of the three approaches are also discussed.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob00306a