Sébastien Lemaire

TL;DR: A general, transition-metal-free, highly stereoselective cross-coupling reaction between glycosyl bromides and various arylzinc reagents leading to β-arylated glycosides is reported.

TL;DR: In this article, the authors present a novel process for the preparation of compounds of formula (I): or a pharmaceutically acceptable salt or solvate thereof; comprising: formula (VII) (VIII) (IX) reacting a compound of formula(VII), wherein M2 is a zinc species, with a compound, wherein each Z is an independently selected oxygen protecting group and wherein LG 2 is a leaving group; in a mixture of an ether solvent and a hydrocarbon solvent.

TL;DR: Diastereoselective hydrogenation of 2'-deoxy-2'-exo-methyleneuridine was carried out under homogeneous conditions using a low loading of a chiral Rh catalyst to allow the smooth pilot plant preparation of the title compound on >10 kg scale.

TL;DR: The unexpected ability of arylzinc reagents bearing electron-donating substituents to react in a Friedel-Crafts fashion (cine) with electrophiles like perpivaloylated glucoside bromide and benzhydryl bromides in competition with organometallic coupling (ipso) is shown.

TL;DR: A room temperature and highly regioselective ortho-magnesiation of several aryl azoles using a tailored magnesium amide, TMPMgBu (TMP = 2,2,6,6-tetramethylpiperidyl) in hydrocarbon solvents followed by an efficient Pd-catalyzed arylation.