128571-73-3

Upstream product

• 128470-91-7 Tributyl-((S)-1-methoxy-ethyl)-plumbane 
• 100-52-7 benzaldehyde 
• 6493-83-0 2-methoxy-1-phenyl-propan-1-one 

Downstream Products

• 36391-93-2 1,2-dimethoxy-1-phenylpropane 

Relevant academic research and scientific papers

Tandem Acid/Pd-Catalyzed Reductive Rearrangement of Glycol Derivatives

Herein, we describe the acid/Pd-tandem-catalyzed transformation of glycol derivatives into terminal formic esters. Mechanistic investigations show that the substrate undergoes rearrangement to an aldehyde under [1,2] hydrogen migration and cleavage of an oxygen-based leaving group. The leaving group is trapped as its formic ester, and the aldehyde is reduced and subsequently esterified to a formate. Whereas the rearrangement to the aldehyde is catalyzed by sulfonic acids, the reduction step requires a unique catalyst system comprising a PdII or Pd0 precursor in loadings as low as 0.75 mol % and α,α′-bis(di-tert-butylphosphino)-o-xylene as ligand. The reduction step makes use of formic acid as an easy-to-handle transfer reductant. The substrate scope of the transformation encompasses both aromatic and aliphatic substrates and a variety of leaving groups.

Aerobic Photooxidative Synthesis of β-Alkoxy Monohydroperoxides Using an Organo Photoredox Catalyst Controlled by a Base

Transition-metal-free synthesis of β-alkoxy monohydroperoxides via aerobic photooxidation using an acridinium photocatalyst was developed. This method enables the synthesis of some novel hydroperoxides. The peroxide source is molecular oxygen, which is cost-effective and atomically efficient. Magnesium oxide plays an important role as a base in the catalytic system.

Generation of hafnium hydride and its application to chemo- and diastereoselective reactions

Hafnium hydride was generated by the transmetalation between Bu 3SnH and HfCl4 using either THF or EtCN as the solvent. This process effectively reduced aldehydes, aldimines, ketones, and esters. In the hafnium hydride reduction of α-alkoxyketones, the diastereoselectivity was dependent on whether THF or EtCN was used as the solvent. Georg Thieme Verlag Stuttgart.

Asymmetric hydrogenation of aromatic ketones catalyzed by the TolBINAP/DMAPEN-ruthenium(II) complex: A significant effect of N-substituents of chiral 1,2-diamine ligands on enantioselectivity

(Chemical Equation Presented) Asymmetric hydrogenation of acetophenone in the presence of Ru(II) catalysts coordinated by TolBINAP and a series of chiral 1,2-diamines was studied. The sense and degree of enantioselectivity were highly dependent on the N-substituents of the diamine ligands. The N-substituent effect was discussed in detail. Among these catalysts, the (S)-TolBINAP/(R)- DMAPEN-Ru(II) complex showed the highest enantioselectivity. The mode of enantioface selection was interpreted by using transition state models based on the X-ray structure of the catalyst precursor. The chiral catalyst effected the hydrogenation of alkyl aryl ketones and arylglyoxal dialkyl acetals to afford the chiral alcohol in >99% ee in the best cases. Hydrogenation of racemic benzoin methyl ether with the chiral catalyst through dynamic kinetic resolution gave the anti-alcohol (syn:anti = 3:97) in 98% ee, while the reaction of α-amidopropiophenones resulted in the syn-alcohols (symanti = 96:4 to >99:1) in >98% ee.

Diastereoselectivity in the reduction of α-oxy- and α-amino-substituted acyclic ketones by polymethylhydrosiloxane

Diastereoselectivity in the reduction of α-alkoxy-, α-acyloxy-, and α-alkylamino-substituted ketones with polymethylhydrosiloxane (PMHS) in the presence of fluoride ion catalysis was investigated. High syn-selectivity was observed in the reduction of α-alkoxy, α-acyloxy, and α-dialkylamino ketones. Reduction of α-monoalkylamino ketone proceeded in anti-selective manner with moderate selectivity. The observed selectivity is explained based on Felkin-Anh and Cram-chelate models.

Hypercoordination of aluminum: Evidence for the implication of pentacoordinate complexes in the R2AlCl-promoted reduction of alkoxycarbonyl substrates

R2AlCl-promoted reductions of alkoxycarbonyl substrates with Bu3SnH were found to proceed diastereoselectively through the formation of pentacoordinate chelate-type complexes which have been characterized by 13C NMR spectr

Characteristic Reduction of Ketones by Bu3SnH-Bu4NX System

Various ketones were reduced cleanly by Bu3SnH-Bu4NX (X=halogen) combined systems.The reaction proceeds effectively under mild conditions.Chemoselective reduction was performed in bifunctional compounds, and marked diastereoselective reduction was noted for α-methoxy propiophenone.