Enantioselective addition of phenylacetylene to aldehydes catalyzed by polymer‐supported titanium(IV) complexes of β‐hydroxy amides |
| |
| Authors: | Xin‐Ping Hui Lu‐Ning Huang Ya‐Min Li Ren‐Lin Wang Peng‐Fei Xu |
| |
| Affiliation: | State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, People's Republic of China |
| |
| Abstract: | A series of polymer‐supported chiral β‐hydroxy amides and C2‐symmetric β‐hydroxy amides have been synthesized and successfully used for the enantioselective addition of phenylacetylene to aldehydes. High yields (up to 93%) and enantioselectivities (up to 92% ee) were achieved by using polymer‐supported chiral β‐hydroxy amide 4b . The resin 4b is reused four times, giving the product with enantioselectivity 80% ee. Fortunately, it is found that this heterogonous system is suitable not only for aromatic aldehydes but also aliphatic aldehyde. Chirality, 2010. © 2009 Wiley‐Liss, Inc. |
| |
| Keywords: | enantioselective addition polymer‐supported catalyst titanium tetraisopropoxide diethylzinc β ‐hydroxy amide |
|
|
