Ghorai, Manas K. ; Samanta, Sauvik ; Das, Subhomoy (2013) Synthesis of 3,5-Disubstituted Cyclohex-2-en-1-one via a Five-Step Domino Reaction Catalyzed by Secondary Amines: Formation of (E)-α,β-Unsaturated Methyl Ketones Asian Journal of Organic Chemistry, 2 (12). pp. 1026-1030. ISSN 2193-5807
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Official URL: http://doi.org/10.1002/ajoc.201300142
Related URL: http://dx.doi.org/10.1002/ajoc.201300142
Abstract
A simple strategy for the synthesis of 5‐substituted‐3‐methylcyclohex‐2‐en‐1‐ones by proline‐catalyzed five‐step domino reactions of acetone and aromatic aldehydes is reported. The starting materials are stirred in the presence of L‐proline for 24 h then heated to 45 °C for a further 4‐6 h. The method can also be changed to exclusively form α,β‐unsaturated methyl ketones with >99 % E‐selectivity by heating the mixture to 80 °C in the second stage.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley & Sons, Inc. |
| Keywords: | Aldehydes; Aldol Reaction; Amine Catalysis; Domino Reaction; Michael Addition. |
| ID Code: | 117110 |
| Deposited On: | 15 Apr 2021 07:58 |
| Last Modified: | 15 Apr 2021 07:58 |
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