Prolinamides containing 2-(2-aminocyclohexyl)phenols as highly enantioselective organocatalysts for 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 | Organic and Biomolecular Chemistry (Q1) | ||
| Dergi ISSN | 1477-0520 Dergi Bilgileri (2023) | ||
| Dergi Tarandığı Indeksler | SCI-Expanded | ||
| Makale Dili | İngilizce | Basım Tarihi | 07-2023 |
| Cilt / Sayı / Sayfa | 21 / 28 / 5809–5826 | DOI | 10.1039/d3ob00723e |
| Makale Linki | http://dx.doi.org/10.1039/d3ob00723e | ||
| UAK Araştırma Alanları |
Organik Kimya
Spektroskopi
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| Özet |
| Effective synthesis of prolinamides of 2-(2-aminocyclohexyl)phenols has been accomplished. The novel prolinamides are demonstrated to catalyze the direct aldol reaction between ketones and aldehydes with high stereoselectivity, thus affording up to 99 : 1 anti/syn diastereomeric and 99 : 1 enantiomeric ratio. Experimental results as well as computational investigations have revealed that the electrophile (e.g. aldehyde) is activated by dual hydrogen bonding with the amide NH and phenolic OH group of the catalyst. A rather large spacing between the H-bond donor groups and its conformational flexibility are remarkable structural features of the most enantioselective catalyst. |
| Anahtar Kelimeler |
BM Sürdürülebilir Kalkınma Amaçları
| Atıf Sayıları | |
| Web of Science | 3 |
| Scopus | 3 |
| Google Scholar | 4 |