Righi Giuliana, Mandic' Emanuela, Tirotta Ilaria, Naponiello Gaia Clara Mercedes, Sappino Carla, Marucci Cristina, Tomei Michela, Bovicelli Paolo
a Department of Chemistry, CNR-IBPM , Sapienza University of Rome , Rome , Italy.
b Department of Chemistry , Sapienza University of Rome , Rome , Italy.
Nat Prod Res. 2016 Jul;30(14):1655-60. doi: 10.1080/14786419.2015.1131983. Epub 2016 Jan 13.
A stereocontrolled, facile and high-yield approach for producing (+)-altroDNJ, has been developed starting from the inexpensive commercial cis 2-butene-1,4-diol. Sharpless epoxidation and a subsequent dihydroxylation were used for the introduction of all stereocentres; finally, the ring closure under basic conditions afforded the piperidine heterocycle.