Intramolecular and intermolecular ketone–ester reductive coupling reactions promoted by samarium(II) iodide
✍ Scribed by Yunkui Liu; Yongmin Zhang
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 220 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Intramolecular and intermolecular ketone-ester reductive coupling reactions promoted by SmI 2 have been studied. Substituted 2-hydroxy-5-ethoxycarbonylcyclopentanones, 5-ethoxycarbonylcyclopentenones and a-ketols were prepared in moderate to good yields at room temperature or under reflux under neutral conditions.
📜 SIMILAR VOLUMES
Intramolecular Ketone-Nitrile Reductive Coupling Reactions Promoted by Samarium(II) Iodide. -The photochemically induced reaction of keto nitriles of type (I), (III), and (V) with SmI 2 offers an efficient route to prepare monocyclic, fused bicyclic, and bridged α-hydroxy ketones. 5-exo-Coupling pr
The stereocontrolled intramolecular coupling of unsaturated P-ketoesters and pketoamides is reported. Good yields of highly substituted P-hydroxycyclopentanecarboxylates are generated in the process, with substantial and predictable stereochemical control at three contiguous stereocenters.