Published in
Bentham Science Publishers, Letters in Organic Chemistry, 6(4), p. 388-392, 2007
DOI: 10.2174/157017807781467623
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Chiral N-Allylpyrroles as Versatile Substrates Under Rhodium-Catalyzed Hydroformylation: Good Regio- and Diastereo-Selectivity at Room Temperature and High Pressure
Journal article published in 2007 by
Settambolo Roberta,
Bentham Science Publisher Roberta Settambolo,
Silvia Rocchiccioli 
,
Gloria Uccello-Barretta,
Bentham Science Publisher Silvia Rocchiccioli,
Bentham Science Publisher Gloria Uccello-Barretta,
Raffaello Lazzaroni,
Bentham Science Publisher Raffaello Lazzaroni
,
Gloria Uccello-Barretta,
Bentham Science Publisher Silvia Rocchiccioli,
Bentham Science Publisher Gloria Uccello-Barretta,
Raffaello Lazzaroni,
Bentham Science Publisher Raffaello Lazzaroni
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Abstract
The chiral (S)-3-alkyl-3-(pyrrol-1-yl)prop-l-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 regio-selectivfty and a high diastereomeric excess (2/2′ up to 90:10). The absolute configuration of the diasteromers was assigned via NMR measurements, 2S,3S being the predominant one.