Phenyl−Carbonyl Coupling Reactions Promoted by Samarium Diiodide and Hexamethylphosphoramide
✍ Scribed by Shiue, Jiann-Shyng; Lin, Mei-Huey; Fang, Jim-Min
- Book ID
- 120204212
- Publisher
- American Chemical Society
- Year
- 1997
- Tongue
- English
- Weight
- 467 KB
- Volume
- 62
- Category
- Article
- ISSN
- 0022-3263
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📜 SIMILAR VOLUMES
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.
The pentadienyl anion generated by treating methyl thiophenecarboxylate with samarium diiodideY hexamethylphosphoramide in tetrahydrofuran reacts at the C-5 position with a series of benzaldehydes and acetophenones to give the intermediates of samarium dienolates, which ale wapped with the second el