Enantiocontrol in Tandem Carbonyl Ylide Formation and Intermolecular 1,3-Dipolar Cycloaddition of α-Diazo Ketones Mediated by Chiral Dirhodium(II) Carboxylate Catalyst
✍ Scribed by Kitagaki, Shinji; Anada, Masahiro; Kataoka, Osamu; Matsuno, Kentaro; Umeda, Chisato; Watanabe, Nobuhide; Hashimoto, Shun-ichi
- Book ID
- 127269296
- Publisher
- American Chemical Society
- Year
- 1999
- Tongue
- English
- Weight
- 60 KB
- Volume
- 121
- Category
- Article
- ISSN
- 0002-7863
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📜 SIMILAR VOLUMES
Enantioselective 1,3-dipolar cycloaddition of the ester-carbonyl ylides derived from methyl 2-(diazoacetyl)benzoate and 3-(diazoacetyl)-2-naphthoate with dipolarophiles has been eected with the aid of dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate], aording cycloadducts in up to 93% ee.
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## Abstract The first successful example of the enantioselective intermolecular 1,3‐dipolar cycloaddition of a chiral dirhodium(II) catalyst‐associated carbonyl ylide with an aromatic aldehyde dipolarophile is described. The tandem carbonyl ylide formation/cycloaddition reactions of 1‐diazo‐5‐aryl‐