Proline-catalyzed aldol reactions of acyl cyanides with acetone: An efficient and convenient synthesis of 1,3-diketones
Document Type
Article
Publication Date
12-12-2005
Abstract
The aldol-type addition of acetone towards (un)substituted benzoyl, heteroarylcarbonyl or α,β-unsaturated acyl cyanides was efficiently catalyzed by l-proline (30 mol %) to give 2-hydroxy-4-oxo-2-substituted pentanenitriles. Upon the treatment with sodium hydroxide, the adducts transformed to 1,3-diketones in good-to-excellent yield, furnishing an efficient and convenient method for the regioselective synthesis of 1,3-diketones. © 2005 Elsevier Ltd. All rights reserved.
Publication Source (Journal or Book title)
Tetrahedron Letters
First Page
8785
Last Page
8788
Recommended Citation
Shen, Z., Li, B., Wang, L., & Zhang, Y. (2005). Proline-catalyzed aldol reactions of acyl cyanides with acetone: An efficient and convenient synthesis of 1,3-diketones. Tetrahedron Letters, 46 (50), 8785-8788. https://doi.org/10.1016/j.tetlet.2005.10.036