Stereoselective synthesis of deoxycarbaheptopyranose derivatives 5a carba 6 deoxy DL galacto heptopyranose and 5a carba 6 deoxy DL gulo heptopyranose
Yazarlar (6)
Nurhan Horasan Kishali
Atatürk Üniversitesi, Türkiye
Atatürk Üniversitesi, Türkiye
Dilem Doan
Middle East Technical University (Metu), Türkiye
Middle East Technical University (Metu), Türkiye
Ertan Şahin Atatürk Üniversitesi, Türkiye
Prof. Dr. Aslıhan GÜNEL Kırşehir Ahi Evran Üniversitesi, Türkiye
Yunus Kara Atatürk Üniversitesi, Türkiye
Metin Balci Middle East Technical University (Metu), Türkiye
| 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-Expanded | ||
| Makale Dili | İngilizce | Basım Tarihi | 01-2011 |
| Kabul Tarihi | 12-04-2026 | Yayınlanma Tarihi | – |
| Cilt / Sayı / Sayfa | 67 / 6 / 1193–1200 | DOI | 10.1016/j.tet.2010.11.102 |
| Makale Linki | https://hdl.handle.net/11511/56924 | ||
| Özet |
| Two new deoxycarbaheptopyranoses, 5a-carba-6-deoxy-α-dl-galacto-heptopyranose and 5a-carba-6-deoxy-α-dl-gulo-heptopyranose were prepared starting from cyclohexa-1,4-diene. The addition of dichloroketene to cyclohexa-1,4-diene followed by the subsequent reductive elimination and Baeyer–Villiger oxidation in turn led to the formation of a bicyclic lactone. Reduction of the lactone moiety followed by acetylation gave a diacetate with cis-configuration. The introduction of additional acetate functionality into the molecule was achieved by singlet oxygen ene-reaction. The formed hydroperoxide was reduced and then acetylated. The triacetate was further functionalized either by direct cis-hydroxylation using OsO4 or by epoxidation followed by a ring-opening reaction to give the title heptopyranose derivatives. One of the synthesized molecules, galacto-heptopyranose exhibited enzyme specific inhibition … |
| Anahtar Kelimeler |
| Carbapyranose | Carbasugar | Cyclitol | Deoxycarbasugar | Heptopyranose | Inositol |
Science Direct
Stereoselective synthesis of deoxycarbaheptopyranose derivatives 5a carba 6 deoxy DL galacto heptopyranose and 5a carba 6 deoxy DL gulo heptopyranose
BM Sürdürülebilir Kalkınma Amaçları
| Atıf Sayıları | |
| Google Scholar | 32 |