Prolinamides derived from 2-aminocyclohexanols as organocatalysts for asymmetric List-Lerner-Barbas aldol reactions
Yazarlar (4)
Doç. Dr. Tolga Acar YEŞİL Sinop Üniversitesi, Türkiye
Taner Atalar
Türkiye Bilimsel ve Teknolojik Araştirma Kurumu, Türkiye
Türkiye Bilimsel ve Teknolojik Araştirma Kurumu, Türkiye
Prof. Dr. Mustafa Yavuz Süleyman Demirel Üniversitesi, Türkiye
Arş. Gör. Erkan Ertürk Tubıtak Marmara Research Center, Türkiye
| Makale Türü | Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale) | ||
| Dergi Adı | Tetrahedron Letters (Q2) | ||
| Dergi ISSN | 0040-4039 Dergi Bilgileri (2024) | ||
| Dergi Tarandığı Indeksler | SCI-Expanded | ||
| Makale Dili | İngilizce | Basım Tarihi | 04-2024 |
| Cilt / Sayı / Sayfa | 140 / 1 / 155042–0 | DOI | 10.1016/j.tetlet.2024.155042 |
| Makale Linki | http://dx.doi.org/10.1016/j.tetlet.2024.155042 | ||
| UAK Araştırma Alanları |
Organik Kimya
Spektroskopi
|
||
| Özet |
| Starting from Cbz-l-proline and either racemic trans-2-aminocyclohexanol or racemic cis-2-aminocyclohexanol, new chiral prolinamides containing 2-aminocyclohexanols have been made available in an effective manner. They are demonstrated to be capable of catalyzing the List-Lerner-Barbas aldol reaction between ketones and aldehydes. While they generally show moderate catalytic activity, they provide diastereomeric ratio up to 97:3 (anti/syn) and 96% ee in the reaction of cyclohexanone with benzaldehyde. Computational studies reveal that the electrophile (e.g. aldehyde) is activated by two-point hydrogen bonding with the amide NH and the OH protons of the catalyst. |
| Anahtar Kelimeler |
| 2-Aminocyclohexanol | Aldol reactions | Enamine | Organocatalysts | Prolinamides |
Science Direct
Prolinamides derived from 2-aminocyclohexanols as organocatalysts for asymmetric List-Lerner-Barbas aldol reactions
BM Sürdürülebilir Kalkınma Amaçları
| Atıf Sayıları | |
| Web of Science | 2 |
| Scopus | 2 |
| Google Scholar | 3 |