《A transient directing group strategy enables enantioselective reductive Heck hydroarylation of alkenes》 was written by Oxtoby, Lucas J.; Li, Zi-Qi; Tran, Van T.; Erbay, Tugce G.; Deng, Ruohan; Liu, Peng; Engle, Keary M.. Application of 6630-33-7 And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:
Metal-coordinating directing groups have seen extensive use in the field of transition-metal-catalyzed alkene functionalization; however, their waste-generating installation and removal steps limit the efficiency and practicality of reactions that rely on their use. Inspired by developments in asym. organocatalysis, where reactions rely on reversible covalent interactions between an organic substrate and a chiral mediator, we have developed a transient-directing-group approach to reductive Heck hydroarylation of alkenyl benzaldehyde substrates that proceeds under mild conditions. Highly stereoselective migratory insertion is facilitated by in situ formation of an imine from catalytic amounts of a com. available amino acid additive. Computational studies reveal an unusual mode of enantioinduction by the remote chiral center in the transient directing group. Metal-coordinating directing groups have seen extensive use in the field of transition-metal-mediated functionalization of alkenes; however, their waste-generating installation and removal steps limit the efficiency and practicality of reactions that rely on their use. Inspired by developments in the field of C-H activation, herein we report a transient directing group approach to reductive Heck hydroarylation of alkenyl benzaldehyde substrates that proceeds under mild conditions. Highly stereoselective migratory insertion is facilitated by in situ formation of an imine from catalytic amounts of com. available amino acid additive. Computational studies reveal an unusual mode of enantioinduction by the remote chiral center in the transient directing group. In the experimental materials used by the author, we found o-Bromobenzaldehyde(cas: 6630-33-7Application of 6630-33-7)
o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Application of 6630-33-7Synthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary