The reaction of readily available (5R)-5-but-3-en-1-ylpyrrolidin-2-one with aryl bromides, chlorides or triflates in the presence of Pd2(dba)3, Xphos, Cs2CO3 in 1,4-dioxane at 120 °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
Diastereoselective Synthesis of Hexahydro-3H-pyrrolyzin-3-ones through Pd-Catalyzed Carboamination
BAGNOLI, Luana;TIECCO, Marcello
2010
Abstract
The reaction of readily available (5R)-5-but-3-en-1-ylpyrrolidin-2-one with aryl bromides, chlorides or triflates in the presence of Pd2(dba)3, Xphos, Cs2CO3 in 1,4-dioxane at 120 °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 chloridesFile in questo prodotto:
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