e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Enantiospecific syntheses of aristeromycin and neplanocin A
MS Wolfe, BL Anderson, DR Borcherding…
Index: Wolfe, Michael S.; Anderson, Blake L.; Borcherding, David R.; Borchardt, Ronald T. Journal of Organic Chemistry, 1990 , vol. 55, # 15 p. 4712 - 4717
The carbocyclic nucleosides (-)-aristeromycin and (-)-neplanocin A were made enantiospecifically in nine steps and ten steps, respectively, from D-ribonic acid y-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 ...