366462-65-9Relevant academic research and scientific papers
An improved approach to chiral cyclopentenone building blocks. Total synthesis of pentenomycin I and neplanocin A
Gallos, John K.,Stathakis, Christos I.,Kotoulas, Stefanos S.,Koumbis, Alexandros E.
, p. 6884 - 6890 (2007/10/03)
An improved approach to enantiomerically pure hydroxylated cyclopentenones is reported here, which involves intramolecular nitrone cycloaddition of sugar-derived chiral pent-4-enals and hex-5-en-ones-2 followed by N-O bond cleavage, quaternization of the amine thus produced, and finally oxidative elimination of the amino group. Synthesis of pentenomycin I and neplanocin A is described following this methodology.
A new total synthesis of pentenomycin
Gallos, John K.,Damianou, Katerina C.,Dellios, Constantinos C.
, p. 5769 - 5771 (2007/10/03)
A new total synthesis of enantiomerically pure pentenomycin has been achieved by the intramolecular nitrone cycloaddition of the proper γ-unsaturated aldehyde, easily accessible from L-arabinose, followed by reductive N-O bond cleavage and further oxidati
