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Regioselective Reduction of 3-Sulfonyl Glutarimides to 3,4-Dihydro-5-sulfonylpyridin-2-ones. Formal Synthesis of the Indolizidine 8a-epi-Dendroprimine.

✍ Scribed by Ru-Ting Hsu; Li-Ming Cheng; Nein-Chen Chang; Huo-Mu Tai


Book ID
101934084
Publisher
John Wiley and Sons
Year
2010
Weight
30 KB
Volume
33
Category
Article
ISSN
0931-7597

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πŸ“œ SIMILAR VOLUMES


Regioselective reduction of N-alkyl-3-su
✍ Bo-Rui Chang; Chung-Yi Chen; Nein-Chen Chang πŸ“‚ Article πŸ“… 2002 πŸ› Elsevier Science 🌐 French βš– 57 KB

Treatment of N-alkyl-3-sulfonyl glutarimides (1) with sodium hydride and then lithium aluminum hydride could give regioselective reduced hydroxy piperidones (5) which were further dehydrated to 3,4-dihydro-3-tosylpyridin-2-ones (6) in the presence of boron trifluoride.

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✍ Gani Koza; Emrah Karahan; Metin Balci πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons 🌐 German βš– 173 KB

## Abstract We hereby report the first preparation of the 5,6‐dihydro‐4__H__‐furo[2,3‐__c__]pyrrol‐4‐one (**3**) and its derivatives starting from methyl 3‐(methoxycarbonyl)furan‐2‐acetate (**8**). The ester functionality connected to the methylene group was regiospecifically converted to the desir