40656-50-6Relevant academic research and scientific papers
CONVENIENT OXIDATIONS OF CARBOHYDRATE DERIVED LACTOLS AND OF ε-HYDROXY-β-KETOPHOSPHONATES
Csuk, Rene,Doerr, Petra
, p. 35 - 44 (2007/10/02)
Convenient oxidation of carbohydrate derived lactols to lactones as well as the oxidation of ε-hydroxy-β-ketophosphonates to their corresponding β,ε-diketophosphonates can be performed with the Dess-Martin periodinane in high yields.
Enantiospecific Syntheses of Aristeromycin and Neplanocin A
Wolfe, Michael S.,Anderson, Blake L.,Borcherding, David R.,Borchardt, Ronald T.
, p. 4712 - 4717 (2007/10/02)
The carbocylic nucleosides (-)-aristeromycin and (-)-neplanocin A were made enantiospecifically in nine steps and ten steps, respectively, from D-ribonic acid γ-lactone.Quenching of an organocuprate conjugate addition reaction with either acetic acid or methanesulfinyl chloride determines whether the divergent synthetic route branches toward (-)-aristeromycin or (-)-neplanocin A.An alternate synthesis of cyclopentenone 1, a common intermediate to these compounds, from D-gulonic acid γ-lactone is also described.
