Enantioselective synthesis of new chiral 2-aziridinyl phosphonates and studies of their biological activities

[Display omitted] A new series of chiral aziridinyl phosphonates has been synthesized and evaluated for antibacterial and antifungal activities. For the synthesis, a Gabriel-Cromwell reaction was used to form aziridinyl phosphonates in 52–83% yield. In order to evaluate antibacterial and antifungal...

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Published inTetrahedron: asymmetry Vol. 28; no. 2; pp. 324 - 329
Main Authors Dogan, Özdemir, Çakır, Sıdıka Polat, Beksultanova, Nurzhan, Altanlar, Nurten, Şimşek, Duygu, Karabıyık, Hasan
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 15.02.2017
Elsevier
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Chemistry, Physical
Physical Sciences
Science & Technology
ALCOHOLS
MIRAZIRIDINE
NITROGEN
LITHIATION
EFFICIENT
DERIVATIVES
PHOSPHINE OXIDE
OXIDE AZIRIDINYL PHOSPHONATE
ARYLAZIRIDINES
2-PHOSPHONATES
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Summary:[Display omitted] A new series of chiral aziridinyl phosphonates has been synthesized and evaluated for antibacterial and antifungal activities. For the synthesis, a Gabriel-Cromwell reaction was used to form aziridinyl phosphonates in 52–83% yield. In order to evaluate antibacterial and antifungal activities, MIC values were measured. Although most of the compounds showed insignificant activity, two of them provided low to moderate antifungal activity.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2017.01.003