Imino-Diels–Alder and imino-aldol reactions catalyzed by samarium diiodide
✍ Scribed by Jacqueline Collin; Nada Jaber; Marie Isabelle Lannou
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 58 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
In the presence of a catalytic amount of samarium diiodide in methylene chloride, aromatic imines react with Danishefsky diene to form tetrahydropyridine-4-ones in high yields. Under the same conditions, various imino-aldol reactions afford b-amino esters or b-amino ketones.
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## Abstract Iodine was found to be an efficient catalyst for the imino Diels‐Alder reaction of __N__‐arylimine with enol ethers to provide tetrahydroquinolines in good yields. The influence of the loading of iodine, reaction solvent, the structure of imine and enol ethers was studied. One pot synth
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