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.
Stereoselective synthesis of (+)-1-deoxyaltronojirimycin / Righi, Giuliana; Mandic', Emanuela; Tirotta, Ilaria; Naponiello, GAIA CLARA MERCEDES; Sappino, Carla; Marucci, Cristina; Tomei, Michela; Bovicelli, Paolo. - In: NATURAL PRODUCT RESEARCH. - ISSN 1478-6419. - 30:14(2016), pp. 1655-1660. [10.1080/14786419.2015.1131983]
Stereoselective synthesis of (+)-1-deoxyaltronojirimycin
MANDIC', EMANUELA;TIROTTA, ILARIA;NAPONIELLO, GAIA CLARA MERCEDES;SAPPINO, CARLA;TOMEI, MICHELA;
2016
Abstract
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.| File | Dimensione | Formato | |
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