Sweetman, Brian A. published the artcileAxially chiral tridentate isoquinoline derived ligands for diethylzinc addition to aldehydes, HPLC of Formula: 21286-54-4, the publication is Tetrahedron (2018), 74(38), 5567-5581, database is CAplus.
The synthesis and resolution of new tridentate isoquinoline-derived ligands was developed. The key steps in the synthetic sequence included successive, chemo-selective Suzuki-Miyaura cross-couplings of 1,3-dichloroisoquinoline with suitable arylboronic acids. The new ligands prepared in this manner were resolved either via mol. complexation with N-benzylcinchonidinium chloride as with 1-[3-(2-hydroxyphenyl)isoquinolin-1-yl]naphthalen-2-ol or via chromatog. separation of its epimeric camphorsulfonates as for 1,3-bis-(2-hydroxynaphthalen-1-yl)isoquinoline. 4-tert-Butyl-2-chloro-6-[1-(2-hydroxymethylnaphthalen-1-yl)isoquinolin-3-yl]phenol was resolved by chiral semi-preparative HPLC. The application of these ligands in the diethylzinc addition to aldehydes was investigated. In certain cases, the desired secondary alcs. were obtained in high yield with excellent enantiomeric excess (ee > 99%) at low catalyst loading (1 mol%).
Tetrahedron published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C20H21ClN4O4, HPLC of Formula: 21286-54-4.
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