850449-41-1

Upstream product

• 89-95-2 2-methyl-benzyl alcohol 
• 3182-95-4 L-Phenylalaninol 
• 90-02-8 salicylaldehyde 

Relevant academic research and scientific papers

Asymmetric alkynyl additions to aldehydes catalyzed by tunable oxovanadium(V) complexes of Schiff bases of β-amino alcohols

The first example of asymmetric alkynyl additions to aldehydes catalyzed by oxovanadium(V) catalysts of tridentate Schiff bases of β-amino alcohols 3a-h is reported. Catalytic reactions employing the best-performing catalyst 3g furnish chiral propargyl alcohols in good to excellent enantioselectivities from 73% to 99% ee. Georg Thieme Verlag Stuttgart.

Synthesis, characterization, and structures of oxovanadium(v) complexes of Schiff bases of β-amino alcohols as tunable catalysts for the asymmetric oxidation of organic sulfides and asymmetric alkynylation of aldehydes

Oxovanadium(v) complexes 3a-3k and 4a-4d with general formula VO(L 3*)(OR5) were prepared in quantitative yields in alcohol (R5OH) from reactions of VO(O-i-Pr)3 and tridentate Schiff bases of β-amino alcohols having one or two stereogenic centers, (HO)C*(R1)(R2)C*H(R 3)NCH(2-OH-3,5-R42-C6H2) (H2L3*). The alkoxy OR5 ligand exchanges readily with the alcoholic molecule in the solvent. Crystal structures of 3b, 3f, 3i, and 4a were determined to be five-coordinate square pyramidal monomers. However, 1H NMR spectra of the complexes reveal two sets of signals, indicating the presence of two isomers in solution. The two isomers are suggested to be the endo/exo pair or the monomer/dimer pair. Asymmetric oxidations of methyl phenyl sulfide catalyzed by catalyst precursors 3 were demonstrated to afford the chiral sulfoxide in yields and ee values similar to those obtained from the in situ-formed catalytic systems of VO(acac)2 and corresponding Schiff base ligands. Complexes 3 and 4 are also good catalysts for asymmetric alkynyl additions to aldehydes. Structural differences between the oxovanadium complexes, for inducing high stereoselectivities in the asymmetric oxidation of organic sulfides and the asymmetric alkynyl addition to aldehydes, are rationalized. This journal is The Royal Society of Chemistry.

Substituent effects and mechanism elucidation of enantioselective sulfoxidation catalyzed by vanadium Schiff base complexes

The effects of substituents of the Schiff base ligands on oxovanadium-catalyzed enantioselective sulfoxidation were first systematically studied, and a rational mechanism of enantioselective sulfoxidation based on our experimental data and the reported da

Vanadium-catalyzed enantioselective sulfoxidation and concomitant, highly efficient kinetic resolution provide high enantioselectivity and acceptable yields of sulfoxides

Simple, inexpensive, preformed vanadium-Schiff base complexes were facilely prepared and used in enantioselective sulfoxidation. Both the amount of aqueous H2O2 and reaction time greatly influenced the ee values and yields of chiral sulfoxides. High enantioselectivities (up to 99% ee) and reasonable yields (>40%) for various chiral sulfoxides were achieved by combining enantioselective sulfoxidation and appropriate concomitant kinetic resolution.

A highly enantioselective Strecker reaction catalyzed by titanium-N-salicyl-β-aminoalcohol complexes

N-salicyl-β-amino alcohols 1 were synthesized and evaluated as ligands for catalytic asymmetric Strecker reactions. N-Benzhydrylaldimines derived from aromatic and aliphatic aldehydes reacted with TMSCN in the presence of 10 mol% of Ti-1 complex to give t