Ghosh, Harisadhan published the artcileSynthesis of axially chiral 1,8-diarylnaphthalene ligands and application in asymmetric catalysis: an intriguing fluorine effect, HPLC of Formula: 21286-54-4, the publication is Tetrahedron: Asymmetry (2015), 26(2-3), 79-84, database is CAplus.
A fluorinated and a non-fluorinated axially chiral 1,8-diarylnaphthalene ligand have been synthesized through an Ullmann and Suzuki coupling reaction based strategy. A practical methodol. for the successful chiral resolution of the newly synthesized catechol based moiety is presented. The authors also disclose the preliminary application of these axially chiral mols. as ligands in asym. transformation reactions. The synthesis of the target compounds was achieved by a reaction of 1,8-diiodonaphthalene with 1,2,3,4,5-pentafluoro-6-(iodo)benzene and formation of 1-iodo-8-(pentafluorophenyl)naphthalene. A Suzuki coupling of this aryl iodide with (2,3,6-trimethoxyphenyl)boronic acid gave a biaryl which was deprotected and resolved to deliver axially chiral biaryls 4-methoxy-3-[(1S)-8-(pentafluorophenyl)-1-naphthalenyl]-1,2-benzenediol and 4-methoxy-3-[(1R)-8-(pentafluorophenyl)-1-naphthalenyl]-1,2-benzenediol which was transformed into chiral titanium complexes.
Tetrahedron: Asymmetry 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 C10H15ClO3S, HPLC of Formula: 21286-54-4.
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