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)
Ayhan S Demir Middle East Technical University (Metu)
Makale Türü 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