Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 6, Pages 2134-2137Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo1002032
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Funding
- Ministero dell'Universita e delta Ricerca
- Universities of Rome (La Sapienza)
- Perugia
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The reaction of readily available (5R)-5-but-3-en-1-ylpyrrolidin-2-one with aryl bromides, chlorides, or triflates in the presence of Pd-2(dba)(3), Xphos, and Cs2CO3 in 1,4-dioxane at 120 degrees C affords (5R,7aR)-5-aryl hexahydropyrrolizidin-3-ones in good to high yields through a diastereoselective carboamination reaction. Aryl iodides are less successful substrates than bromides and chlorides.
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