155899-48-2

Upstream product

• 108-05-4 vinyl acetate 
• 579-43-1 (1S,2R)-1,2-diphenylethane-1,2-diol 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 

Relevant academic research and scientific papers

Binuclear Double-Stranded Helicates and Their Catalytic Applications in Desymmetrization of Mesodiols

The ligand L1 of 4-methyl-2,6-diformylphenol and L2 of 4-tert-butyl-2,6-diformylphenol are synthesized through Schiff base condensation with rac-, (R)-(+), or (S)-(-)-1,1′-binaphthyl-2,2′-diamine (BNDA). As a result, the racemic L1rac, L2rac, and enantiopure L1RR, L1SS, L2RR, and L2SS ligands are obtained incorporating Cu(II) and Zn(II) salts by a simple one-pot metal template method. The series of dinuclear complexes of [M2LX2] (here, M = Cu2+, Zn2+ X = acetate ion, chloride ion; L = L1RR, L1SS, L1rac, L2RR, L2SS, L2rac) formulas are obtained in common. Among them, the single crystal X-ray structures for [Zn2L1rac(OAc)2] and [Zn2L1SSCl2] complexes are obtained. The detailed crystal structure and the chiroptical studies performed on these complexes dictates a self-sorting behavior in their self-assembly process and illustrate a chirality transfer from the ligand to the metal center on the complexes. The enantiopure dinuclear complexes [M2LRRX2] and [M2LSSX2] generate enantiopure λλ and ΔΔ isomers, respectively, but the racemic complexes produce only homochiral λλ and ΔΔ assemblies. The detailed studies based on UFLC (Ultra Fast Liquid Chromatography), CD, and single crystal X-ray structure together show the absence of heterochiral λΔ mesocate. All these complexes are adapted as catalysts for desymmetrization of various mesodiols, and the enantiopure complexes are found to give efficient enantioselectivity in desymmetrization of mesodiols with benzoyl chloride to monobenzoylated ester providing 98% yield and 92% ee.

Desymmetrization of meso-hydrobenzoin via stereoselective enzymatic esterification

Desymmetrization of meso-hydrobenzion by irreversible acyl transfer using vinyl acetate as the acyl donor in the presence of Rhizopus javanicus lipase or Candida cylindracea lipase enables the preparation of (R)-1-acetoxy-(S)- 2-hydroxy-1,2-diphenylethane and (S)-1-acetoxy-(R)-2-hydroxy-1,2- diphenylethane respectively in excellent optical purity.

Desymmetrization of meso diols using enantiopure zinc (II) dimers: Synthesis and chiroptical properties

The one-pot metal templated synthesis of enantiopure binuclear Zn (II) complexes Zn2L1–Zn2L4 were obtained by treating (1R,2R)-diphenylethylenediamine or (1S,2S)-diphenylethylenediamine with 2-hydroxy-5-methyl-1

One-Pot desymmetrization of meso-l,2-hydrocarbon diols through acylation and oxidation

Avoid racemization! Short lipophilic oligopeptides utilizing nucleophilic N-jt-methyl histidine residues catalyze the desymmetrization of wieso-l,2-diols with enantiomeric ratios of up to 94:6. Direct one-pot oxidation, which avoids the well-known racemiz

Symmetric and asymmetric samarium alkoxide derivatives of bridging sulfur biphenolate and binaphtholate ligands; synthetic, structural, and catalytic studies

The new thio-binaphthol 2,2′thiobis(3,6-di-tert-butylnaphth-2-ol), and a phenolic analogue 2,2′thiobis(6-tert-butyl-4-methyl phen-2-ol) react with the Sm(III) aryloxide ancillary ligands, [Sm{1,1′-S(2-OC10H4Bu t2-3,6)2}(OC6H3Bu t2-2,6)]2 and [Sm{1,1′-S (2-OC6H2But-3-Me-5)2} (OC6H3But2-2,6)]2. Symmetric and asymmetric derivatives of both ligands have been prepared by careful tuning of the preparative procedure, the asymmetric naphtholate derivative, and the ligand from which it derives have both been structurally characterised. The asymmetric derivatives are found to be highly selective catalyst for diol desymmetrisation.