| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 10579371 | Tetrahedron: Asymmetry | 2013 | 9 Pages |
Abstract
An efficient, solvent-free protocol for the asymmetric aldol reaction between aldehydes and ketones using prolinamides 1-4 as organocatalysts is reported. Catalysts 2-4, in the presence of TFA (the ratio of catalyst and TFAÂ =Â 1/1.5), proved to be excellent catalysts, giving the aldol products between aromatic aldehydes and ketones with nearly perfect diastereo- and enantioselectivities (up to >99:1 dr and >99% ee). This catalytic system can also be applied in the cross-aldol reaction of isatin with ketones and the Michael reaction between cyclohexane and nitroalkenes. A mechanism is proposed to account for the formation of the major enantiomer in this reaction.
Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Furen Zhang, Chunmei Li, Chenze Qi,