124516-87-6Relevant academic research and scientific papers
A New Route to Optically Active (4R)-2-Substituted 4-Hydroxycyclopent-2-enones from D-Glucose
Mezzina, Elisabetta,Savoia, Diego,Tagliavini, Emilio,Trombini, Claudio,Umani-Ronchi, Achille
, p. 845 - 849 (2007/10/02)
A synthetic sequence, starting from diacetoneglucose, is developed for optically active (4R)-2-(dimethyl-t-butylsilyloxy)-4-oxo aldehyde (2).The key step is the regioselective palladium-catalysed allylation of malonate with the allylic acetate (4).The 4-oxo aldehyde (2) undergoes Ba(OH)2 cyclization to the optically active (4R)-4-(dimethyl-t-butylsilyloxy)cyclopent-2-enone derivative (1).
