69657-27-8

Upstream product

• 917-64-6 methyl magnesium iodide 
• 3160-38-1 (E)-4-p-tolylbut-3-en-2-one 
• 532-65-0 (+)-(S)-ar-turmerone 
• 121946-72-3 2-Methyl-2-((S)-2-p-tolyl-propyl)-[1,3]dioxolane 
• 116428-35-4 (6R)-trans-4-p-tolyl-6-trimethylsilyl-2-oxepanone 
• 116428-36-5 methyl (3S,5R)-6-hydroxy-3-p-tolyl-5-(trimethylsilyl)hexenoate 
• 121944-92-1 methyl (R)-(-)-3-p-tolyl-5-hexanoate 
• 121944-95-4 (S)-4-(2-Methyl-[1,3]dioxolan-2-yl)-3-p-tolyl-butyraldehyde 
• 121944-93-2 methyl (R)-5-oxo-3-(p-tolyl)hexanoate 
• 121944-94-3 (-)-methyl 5-oxo-3-(p-tolyl)hexenoate 
• 5720-05-8 4-methylphenylboronic acid 
• 3102-33-8 trans-3-penten-2-one 
• 930-68-7 cyclohexenone 
• 625-33-2 3-penten-2-one 

Downstream Products

• 532-65-0 (+)-(S)-ar-turmerone 
• 17701-23-4 (+)-curcumone semicarbazone 
• 109650-88-6 (S)-ar-turmerone semicarbazone 
• 97372-50-4 Methyl (S)-(+)-5-(3'-methoxy-4'-methylphenyl)hexanoate 
• 97372-48-0 (S)-3-(4-Methyl-3-nitro-phenyl)-butyric acid 
• 88948-12-3 (S)-5-(3-Methoxy-4-methyl-phenyl)-hexanoic acid 
• 97329-87-8 Methyl (S)-(+)-3-methoxycurcumate 
• 97372-49-1 (S)-3-(3-Methoxy-4-methyl-phenyl)-butyric acid 
• 97329-89-0 (S)-3-(3'-Methoxy-4'-methylphenyl)-butanal 
• 97329-88-9 (3S)-3-(3-Methoxy-4-methylphenyl)butan-2-ol 

Relevant academic research and scientific papers

Pseudo enantiomeric mixed S/P ligands derived from carbohydrates for the 1,4-addition of phenyl boronic acid to cyclohexenone

The application of phosphinite-thioglycosides and phosphine-thioglycosides ligands in Rh(i)-catalyzed 1,4-addition of phenylboronic acid to cyclohexenone is reported. Among the ligands tested, phosphinite-thioglycoside 3 and phosphine-thioglycoside 10, be

Cobalt-Catalyzed Asymmetric 1,4-Hydroboration of Enones with HBpin

Herein, a series of new 8-OIQ cobalt complexes were synthesized and used for cobalt-catalyzed chemo- and enantioselective 1,4-hydroboration of enones with HBpin to access chiral β,β-disubstituted ketones with good to excellent chemo- and enantioselectivties. This protocol is operationally simple and shows a broad substrate scope.

Chiral-Anion-Mediated Asymmetric Heck-Matsuda Reaction of Acyclic Alkenyl Alcohols

Acyclic internal alkenes are a class of challenging substrates in asymmetric Heck-type reactions due to difficulties related to both reactivity and selectivity control. Employing acyclic alkenyl alcohols, an asymmetric Heck-Matsuda reaction is developed through the strategy of chiral anion phase transfer. Various chiral ketones could be obtained in high levels of enantioselectivity. A catalytic amount of dimethyl sulfoxide (DMSO) as an additive is crucial for the reaction to suppress the palladium-hydride-mediated side reactions.

Synthesis and odor properties of Phantolide analogues

Phantolide analogues 1a–1d were newly synthesized to evaluate their odor profiles. The enantiomers of 1a and 1b were also synthesized. Both (S) enantiomers of 1a and 1b had musk odor although weakly, and but neither of the (R) enantiomers 1a and 1b had mu

Electronically deficient (Rax,S,S)-F12-C3-TunePhos and its applications in asymmetric 1,4-addition reactions

A novel electronically deficient chiral diphosphine ligand (Rax,S,S)-F12-C3-TunePhos has been concisely synthesized. The electron-poor ligand features both chiral centers and chiral axis bearing fluoro-functional groups on

Flexible C2-symmetric bis-sulfoxides as ligands in enantioselective 1,4-addition of boronic acids to electron-deficient alkenes

The application of acyclic C2-symmetric chelating bis-sulfoxide ligands in the Rh(I)-catalyzed enantioselective 1,4-addition of boronic acids to electron-deficient alkenes is reported. Among the acyclic ethane-bridged bis-sulfoxides tested, the

Chiral bicyclo[3.3.0]octa-2,5-dienes as steering ligands in substrate-dependent rhodium-catalyzed 1,4-addition of arylboronic acids to enones

The synthesis of disubstituted chiral diene ligands (3aR,6aR)- and (3aS,6aS)-10 with a pentalene backbone from the corresponding bicyclo[3.3.0]octa1,4-diones 7 is described. The latter were accessible by enzymatic resolution of the racemic diol rac-5 and

Arenethgiolatocopper(I) Complexes as Homogeneous Catalysts for Michael Addition Reactions

Arenethiolatocopper(I) complexes are shown to be efficient homogeneous catalysts in Michael addition reaction of several Grignard reagents to acyclic enones; the addition products are formed with excellent chemoselectivity ( >99percent ) and good enantios

SYNTHESIS OF (+)-α-CURCUMENE, (+)-CURCUMONE AND (-)-METHYL CITRONELLATE STARTING FROM OPTICALLY PURE 5-TRIMETHYLSILYL-2-CYCLOHEXENONE

1,4-addition of Grignard reagents in the presence of chlorotrimethylsilane to 5-trimethylsilyl-2-cyclohexanone (1) proceeded in a highly diastereoselective manner to give trans adducts in high yields. (+)-α-Curcumene, (+)-curcumone and (-)-methyl citronellate were synthesized starting from optically pure 1.

Absolute Configuration of Naturally Occuring (-)-Xanthorrhizol

The R-configuration (2) of (-)-xanthorrhizol, a phenolic sesquiterpene occuring in the rhizomes of Curcuma xanthorrhiza has been assigned by synthesis of (S)-(+)-xanthorrhizol (13) from (+)-ar-turmerone (3) of known configuration (S).