Chiral ytterbium complex-catalyzed direct asymmetric aldol-Tishchenko reaction: synthesis of anti-1,3-diols |
| |
Authors: | Mlynarski Jacek Rakiel Bartosz Stodulski Maciej Suszczyńska Agata Frelek Jadwiga |
| |
Institution: | Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland. mlynar@icho.edu.pl |
| |
Abstract: | The asymmetric aldol-Tishchenko reaction of aromatic aldehydes with aliphatic and aromatic ketones has been developed as an efficient strategy for the synthesis of anti-1,3-diols in good yield with high diastereocontrol and good levels of enantioselectivity. This domino-type reaction is catalyzed by a chiral ytterbium complex that promotes both the aldol reaction through enolization of the carbonyl compound and the Evans-Tishchenko reduction of the aldol intermediate. The stereochemistry of the resulting diols is also investigated and finally proved by using CD techniques. |
| |
Keywords: | diols aldol reaction aldol‐Tishchenko reaction asymmetric catalysis |
本文献已被 PubMed 等数据库收录! |