Methods for the Synthesis of Substituted Azetines

Spurred on by the recent emerging interest from the chemical community for unsaturated four-membered heterocycles, an unprecedented approach to nitrogen-containing four-membered rings has been designed. 3,4-Disubstituted 2-azetines were synthesized from commercially available substrates, allowing fo...

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Bibliographic Details
Published inOrganic letters Vol. 19; no. 20; pp. 5681 - 5684
Main Authors Baumann, Andreas N, Eisold, Michael, Music, Arif, Haas, Geoffrey, Kiw, Yu Min, Didier, Dorian
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 20.10.2017
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
CONVENIENT SYNTHESIS
CYCLOADDITION
STEREOSELECTIVE-SYNTHESIS
AZETIDINES
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Summary:Spurred on by the recent emerging interest from the chemical community for unsaturated four-membered heterocycles, an unprecedented approach to nitrogen-containing four-membered rings has been designed. 3,4-Disubstituted 2-azetines were synthesized from commercially available substrates, allowing for a straightforward access to a new library of chiral functionalized azetidines and amino alcohols. This original approach was applied to efficiently prepare functionalized azobenzenes, an emerging class of molecules with a large potential in photopharmacology.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b02847