Green Asymmetric Synthesis: β -Amino Alcohol-Catalyzed Direct Asymmetric Aldol Reactions in Aqueous Micelles
| Autor: | Bezhan Chankvetadze, Afroditi Pinaka, Georgios C. Vougioukalakis, E. Yannakopoulou, Dimitra Dimotikali, Kyriakos Papadopoulos |
|---|---|
| Rok vydání: | 2012 |
| Předmět: |
Pharmacology
Aqueous solution organic chemicals Organic Chemistry Enantioselective synthesis Alcohol Catalysis Analytical Chemistry chemistry.chemical_compound chemistry Aldol reaction Yield (chemistry) Organocatalysis Drug Discovery polycyclic compounds Organic chemistry Chirality (chemistry) Spectroscopy |
| Zdroj: | Chirality. 25:119-125 |
| ISSN: | 0899-0042 |
| DOI: | 10.1002/chir.22120 |
| Popis: | The ability of chiral β-amino alcohols to catalyze the direct asymmetric aldol reaction was evaluated for the first time in aqueous micellar media. A family of cheap and easily accessible β-amino alcohols, obtained in one step from naturally occurring amino acids, was shown to successfully catalyze the asymmetric aldol reaction between a series of ketones and aromatic aldehydes. These aldol reactions furnished the corresponding β-hydroxy ketones with up to 93% isolated yield and 89% ee. (S)-2-phenylglycinol and Triton X-100 proved to be the best organocatalyst and surfactant, respectively. Chirality 25:119–125, 2013. © 2012 Wiley Periodicals, Inc. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Plný text