155855-50-8Relevant articles and documents
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.
Expeditoious Synthesis of Aminocyclopentitols from D-Ribose via Intramolecular Nitrone Cycloaddition
Gallos, John K.,Goga, Efthymia G.,Koumbis, Alexandros E.
, p. 613 - 614 (2007/10/02)
The synthesis of 4α-aminocyclopentane-1α,2β,3β-triol (a key-intermediate in the preparation of carbocyclic nucleosides) and its N-substituted derivatives, has been achieved by the intarmolecular nitrone cycloadditions of a γ-unsaturated aldehyde, easily accessible from D-ribose, followed by reductive N-O bond cleavage in the resulting bicyclic oxazanes.
