Synthesis of 1,3-Disubstituted Azetidines via a Tandem Ring-Opening Ring-Closing Procedure

Andrea March-Cortijos; Timothy J. Snape; Nicholas J. Turner

doi:10.1055/s-0031-1291014

Synlett, Inhaltsverzeichnis

Synlett 2012; 23(10): 1511-1515
DOI: 10.1055/s-0031-1291014

letter

Synthesis of 1,3-Disubstituted Azetidines via a Tandem Ring-Opening Ring-Closing Procedure

Autoren

Andrea March-Cortijos

^bSchool of Chemistry, University of Manchester, Manchester Interdisciplinary Biocentre, 131 Princess Street, Manchester, M1 7DN, UK
Timothy J. Snape*

^aSchool of Pharmacy and Biomedical Sciences, University of Central Lancashire, Preston, Lancashire, PR1 2HE, UK, Fax: +44(1772)892929 eMail: tjsnape@uclan.ac.uk
Nicholas J. Turner

^bSchool of Chemistry, University of Manchester, Manchester Interdisciplinary Biocentre, 131 Princess Street, Manchester, M1 7DN, UK

Abstract

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Abstract

The synthesis of N-substituted symmetrical azetidines has been achieved in high yields via the reaction of primary amines undergoing an epoxide ring-opening reaction followed by an in situ ring-closing step.

Key words

azetidines - tertiary alcohols - azo compounds - cyclization - tandem reaction

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Referenzen

References and Notes
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4 Compound 1 is prepared by the method mentioned above in the text from a precursor synthesised in ref. 2 and 3
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13 CCDC 840439 (7) and CCDC 840438 (8) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, or by emailing data_request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44(1223)336033