The chiral (S)-3-alkyl-3-(pyrrol-1-yl)prop-1-enes (1a-c) were hydroformylated at 20 °C and high pressure (100 atm) giving the branched aldehydes 2-methyl-3-(pyrrol-1-yl)alkanales (2+2’) with a good region-selectivity and a high diastereomeric excess (2/2’ up to 90:10). The absolute configuration of the diastereomers was assigned via NMR measurements, 2S,3S being the predominant one.
Chiral N-Allylpyrroles as Versatile Substrates Under Rhodium-Catalyzed Hydroformylation: Good Regio- and Diastereo-Selectivity at Room Temperature and High Pressure
UCCELLO BARRETTA, GLORIA;LAZZARONI, RAFFAELLO
2007
Abstract
The chiral (S)-3-alkyl-3-(pyrrol-1-yl)prop-1-enes (1a-c) were hydroformylated at 20 °C and high pressure (100 atm) giving the branched aldehydes 2-methyl-3-(pyrrol-1-yl)alkanales (2+2’) with a good region-selectivity and a high diastereomeric excess (2/2’ up to 90:10). The absolute configuration of the diastereomers was assigned via NMR measurements, 2S,3S being the predominant one.File in questo prodotto:
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