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Bisoxazoline ligand information


Bis(oxazoline) ligands (often abbreviated BOX ligands) are a class of privileged chiral ligands containing two oxazoline rings. They are typically C2‑symmetric and exist in a wide variety of forms; with structures based around CH2 or pyridine linkers being particularly common (often generalised BOX and PyBOX respectively). The coordination complexes of bis(oxazoline) ligands are used in asymmetric catalysis. These ligands are examples of C2-symmetric ligands.

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Bisoxazoline ligand

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development of very first bisoxazolines by Nishiyama et al., who synthesised the first PyBox ligands in 1989. These ligands were used in the hydrosilylation...

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Asymmetric hydrogenation

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The use of P,N ligands in asymmetric hydrogenation can be traced to the C2 symmetric bisoxazoline ligand. However, these symmetric ligands were soon superseded...

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Electrophilic aromatic substitution

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glyoxylate compound has been added to N,N-dimethylaniline with a chiral bisoxazoline ligand–copper(II) triflate catalyst system also in a Friedel–Crafts hydroxyalkylation:...

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Nazarov cyclization reaction

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cyclization was reported by Varinder Aggarwal and utilized copper (II) bisoxazoline ligand complexes with up to 98% ee. The enantiomeric excess was unaffected...

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Lewis acid catalysis

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by Jacobsen and Zhou, are introduced below. Most common chiral bisoxazoline (BOX) ligands consist of two identical chiral oxazoline moieties, substituted...

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Trisoxazolines

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alkylammonium and sugar species, including examples of chiral recognition. Bisoxazoline ligands (BOX) Phosphinooxazolines (PHOX) Trisoxazolinylborate Trispyrazolylborate...

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Phosphinooxazolines

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oxazoline based ligands (S)-iPr-PHOX - A specific PHOX ligand Bisoxazolines (BOX) Trisoxazolines (TRISOX) Structurally related ligands Trost ligand Diphenyl-2-pyridylphosphine...

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Sterimol parameter

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"Linear Regression Model Development for Analysis of Asymmetric Copper-Bisoxazoline Catalysis". ACS Catalysis. 11 (7): 3916–3922. doi:10.1021/acscatal.1c00531...

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Oxazolidine

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diisocyanate for example. Depending on the linker, bisoxazolines can function as chelating ligands. Isoxazolidine, isomeric with oxazolidine. Isoxazoline...

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