321901-02-4

Upstream product

• 87751-69-7 rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene 
• 108-94-1 cyclohexanone 
• 73930-97-9 3-acetoxy-1,3-diphenylpropene 
• 1125-99-1 1-(1-Cyclohexen-1-yl)pyrrolidine 
• 62372-47-8 N-cyclohexyl-N-methylcyclohex-1-enamine 

Downstream Products

• 321901-04-6 (R)-7-((S)-[1,3]Dithian-2-yl-phenyl-methyl)-1,5-dithia-spiro[5.5]undecane 
• 321901-03-5 (2-oxocyclohexyl)phenyl-acetaldehyde 

Relevant academic research and scientific papers

Palladium catalyzed asymmetric reactions assisted by P*,P*-bidentate bisdiamidophosphites based on 1,4-diols

A small series of P*,P*-bidentate bisdiamidophosphite ligands containing 1,3,2-diazaphospholidine rings have been prepared. The cationic [Pd(allyl)(P*,P*)]BF4and neutral [Pd(P*,P*)Cl2] palladium(II) complexes were synthesized with on

NOBIN-based chiral phosphite-type ligands and their application in asymmetric catalysis

P?-Monodentate diamidophosphite and diastereomeric P,N-containing phosphite ligands have been synthesized from enantiomerically pure N-Bn-NOBIN and used as asymmetric inductors in Pd-catalyzed allylic substitution and Cu-catalyzed conjugate addition react

Phosphites and diamidophosphites based on mono-ethers of BINOL: A comparison of enantioselectivity in asymmetric catalytic reactions

Novel P-monodentate phosphite-type ligands have been synthesized in one step from BINOL mono-tosylate and BINOL mono-(-)-menthylcarbonate. The use of these ligands provides up to 96% ee in Pd-catalyzed asymmetric allylic substitution of (E)-1,3-diphenylal

Efficient palladium-catalyzed asymmetric allylic alkylation of ketones and aldehydes

Palladium-catalyzed asymmetric allylic alkylation of ketones, via enamines generated in situ as nucleophiles, were carried out smoothly with chiral metallocene-based P,N-ligands. Under the same conditions, however, reactions of aldehydes could hardly be observed. Subsequently, this obstacle was resolved by using chiral metallocene-based P,P-ligands. Both ketones and aldehydes afforded excellent enantioselectivities with up to 98% ee and 94% ee, respectively.

C-N bond cleavage of allylic amines via hydrogen bond activation with alcohol solvents in Pd-catalyzed allylic alkylation of carbonyl compounds

Hydrogen-bond-activated C-N bond cleavage of allylic amines was realized in Pd-catalyzed allylic alkylation to form the C-C bond product. The method could be expanded to a series of allylic amines and carbonyl compounds with excellent results. It provides a new and convenient access to C-C bond formation based on Pd-catalyzed allylic alkylation of allylic amines by using only inexpensive alcohol solvents.

Enamines: efficient nucleophiles for the palladium-catalyzed asymmetric allylic alkylation

Enamines were tested to be efficient nucleophiles for palladium-catalyzed asymmetric allylic alkylation, avoiding the use of unstablilized ketone enolates formed by strong bases. The influence of the chiral metallocene-based ligands upon this reaction was studied in detail. It was shown that planar chirality played an important role in enantioselectivities. Meanwhile, different kinds of enamines and allylic acetate to the reactions were also investigated. High catalytic activity and excellent enantioselectivity (up to 99% ee) were obtained with pyrrolidine enamines of both aliphatic and aromatic ketone.

Palladium-catalyzed diastereoselective and enantioselective allylic alkylations of ketone enolates

Lithium and magnesium enolates of cyclohexanone undergo palladium-catalyzed allylic alkylations under mild conditions. Diastereoselectivity and enantioselectivity are observed when the diphenyl- and dimethyl-substituted allylic substrates 1a and 1b are re