Asymmetric flow catalysis: Mix-and-go solid-phase Nd/Na catalyst for expeditious enantioselective access to a key intermediate of AZD7594

Synthesis of chiral salalen ligands and their in‐situ generated Cu‐complexes for asymmetric Henry reaction

“…Diastereo‐ and enantioselective nitro aldol reaction using prochiral nitroethane and other nitroalkanes are limited in the literature, and syn ‐selective asymmetric nitro aldol reactions have been established by Shibasaki and others . Anti ‐selective reaction in basic conditions is reported by Ooi and co‐workers and later reported by other researchers . Salen ligands are one of the most privileged ligands for the asymmetric catalysis, and Cu (II) complexes of salen and salan ligands were largely used for nitro‐aldol reaction and efficiently active at mild reaction conditions .…”

“…[47][48][49][50][51][52] Antiselective reaction in basic conditions is reported by Ooi and co-workers and later reported by other researchers. [53][54][55][56][57][58][59][60][61] Salen ligands are one of the most privileged ligands for the asymmetric catalysis, and Cu (II) complexes of salen and salan ligands were largely used for nitro-aldol reaction and efficiently active at mild reaction conditions. [62][63][64][65][66][67][68][69][70][71][72] (S)-Proline-based single chiral center salalen and salan ligands were first reported by Katsuki and co-workers for the asymmetric epoxidation of non-functionalised alkenes.…”

Continuous flow asymmetric synthesis of chiral active pharmaceutical ingredients and their advanced intermediates

“…Scheme 1 Synthesis of chiral key intermediates of phase II experimental drugs under combined flow and batch reaction conditions. 42,47 In 2017, Benaglia and co-workers exploited 3D-printed custom-made flow reactors to perform antiselective asymmetric nitroaldol reactions in the presence of a chiral Cu(II) complex, and utilized the method for the continuous flow synthesis of sympathomimetic amines, norephedrine, metaraminol and methoxamine (Scheme 2). 49 Various stereoisomers of these substances exhibit important pharmacological activities and bear diverse medical uses; for example, as decongestant or appetite suppressant, or for the treatment of hypotension, or against low blood pressure.…”

A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries

“…In this case, the flow system was operated for 24 hours with high conversion and selectivity (90% yield, 20:1 anti / syn , 90% ee, TON = 145) [ 139 ]. The group also optimised the apparatus for the synthesis of other potential useful intermediates [ 140 – 141 ].…”