594836-76-7

Upstream product

• 85551-57-1 (R)-1-Phenylbut-3-en-1-ol 
• 108-95-2 phenol 
• 33603-90-6 (2Z)-2-bromo-3-phenyl-2-propenal 
• 104-55-2 3-phenyl-propenal 
• 77889-98-6 (E)-3-phenoxy-3-phenylacrylaldehyde 
• 1079366-62-3 (R)-3-phenoxy-3-phenylpropan-1-ol 
• 2216-94-6 phenylpropynoic acid ethyl ester 
• 1086229-55-1 (E)-ethyl 3-phenoxy-3-phenylacrylate 
• 594836-75-6 (R)-phenyl 1-phenyl-3-butenyl ether 

Downstream Products

• 487-26-3 (R)-flavanone 
• 41886-75-3 (2R,4R)-(-)-cis-4-hydroxyflavan 

Relevant academic research and scientific papers

One-pot sequential asymmetric hydrogenation of β-aryl-β-aryloxy acroleins

A one-pot sequential asymmetric hydrogenation of β-aryl-β-aryloxy acroleins has been realized for the preparation of chiral 3-aryl-3-aryloxy alcohols with excellent yields and good enantioselectivities. This methodology can be employed in new synthetic routes for the synthesis of fluoxetine, atomoxetine, and related analogues.

Minimizing Aryloxy Elimination in RhI-Catalyzed Asymmetric Hydrogenation of β-Aryloxyacrylic Acids using a Mixed-Ligand Strategy

The first example of efficient asymmetric hydrogenation of challenging β-aryloxyacrylic acids was realized using a RhI-complex based on the heterocombination of a readily available chiral monodentate secondary phosphine oxide (SPO) and an achiral monodentate phosphine ligand as the catalyst. Excellent enantioselectivities (92->99% ee) were achieved for a wide variety of chiral β-aryloxypropionic acids with minor aryloxy elimination in most cases. The resultant products were readily transformed into biologically active compounds through simple synthetic manipulations.

Asymmetric synthesis of 2-substituted chroman-4-ones using lipase-catalyzed kinetic resolutions

2-Methylchroman-4-one and 2-phenylchroman-4-one were synthesized in optically active form. Their chiral intermediates were obtained via lipase-catalyzed enantioselective reactions.