Highly selective intermolecular one-pot three component 1,3-dipolar cycloaddition reaction of aldehydes, with phosphonates and proline
    
Yazarlar (3)
Dr. Öğr. Üyesi Nuriye Tuna SUBAŞI Kırşehir Ahi Evran Üniversitesi, Türkiye
Hatice Yalçınkaya
Middle East Technical University (Metu), Türkiye
Ayhan S Demir
Middle East Technical University (Metu), Türkiye
Makale Türü Açık Erişim Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı Tetrahedron
Dergi ISSN 0040-4020 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler SCI
Makale Dili İngilizce Basım Tarihi 07-2017
Cilt / Sayı / Sayfa 73 / 30 / 4329–4334 DOI 10.1016/j.tet.2017.05.091
Makale Linki http://linkinghub.elsevier.com/retrieve/pii/S0040402017306002
Özet
The use of L-proline to act as an organocatalyst in the aldol reaction of acylphosphonates and non enolizable aldehydes failed; however, it reacted with the aldehydes to afford azomethine ylides after decarboxylation that in turn underwent 1,3-dipolar cycloaddition with the acylphosphonates to form a bicyclic hexahydropyrrolo[1,2-c]oxazol-1-ylphosphonates in good yield. No azomethine ylide formation was observed on the reaction of acylphosphonates with proline.
Anahtar Kelimeler
Acylphosphonate | Azomethine ylide | Dipolar cycloaddition | Proline