Sun, Chunrui; Potter, Bowman; Morken, James P. published the article 《A Catalytic Enantiotopic-Group-Selective Suzuki Reaction for the Construction of Chiral Organoboronates》. Keywords: aryl halide catalytic enantioselective Suzuki reaction achiral geminal pinacolboronate; chiral organo boronate asym preparation.They researched the compound: (3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine( cas:147700-62-7 ).Recommanded Product: 147700-62-7. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:147700-62-7) here.
Catalytic enantiotopic-group-selective cross-couplings of achiral geminal bis(pinacolboronates) provide a route for the construction of nonracemic chiral organoboronates. In the presence of a chiral monodentate taddol-derived phosphoramidite ligand, these reactions occur with high levels of asym. induction. E.g., reaction of PhCH2CH2CH[B(pin)]2 with 4-iodoanisole in the presence of 5 mol% Pd(OAc)2/10 mol% (R,R)-TADDOL-derived phosphoramide ligand, i.e., (3aR,8aR)-N,N,2,2-tetramethyl-4,4,8,,8-tetra-p-tolyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine, in 1,4-dioxane and 15 equivalents KOH/H2O at room temp to give 98% yield of (R)-2-(1-(4-methoxyphenyl)-3-phenylpropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (94:6 er). Mechanistic experiments with chiral 10B-enriched geminal bis(boronates) suggest that the reaction occurs by a stereochem.-determining transmetalation that occurs with inversion of configuration at C.
Different reactions of this compound((3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine)Recommanded Product: 147700-62-7 require different conditions, so the reaction conditions are very important.
Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem