2430-76-4

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 13122-67-3 6-phenyl-4-oxohexanoic acid 
• 1443349-92-5 6-phenylethyl-2,2-diphenyl-1,2-oxasilinane 
• 3384-04-1 3-chloropropyl phenyl ether 
• 90147-73-2 ethyl 4-oxo-6-phenylhexanoate 
• 112607-22-4 (+)-(R)-5-(2-phenylethyl)dihydrofuran-2(3H)-one 

Downstream Products

• 1443356-33-9 6-phenylhexane-1,4-diyl diacetate 
• 2429-96-1 2-(2-phenylethyl)tetrahydrofuran 
• 138298-29-0 Acetic acid (S)-1-phenethyl-butyl ester 
• 138298-29-0 Acetic acid (R)-1-phenethyl-butyl ester 
• 134627-14-8 (+)-1-Phenyl-hexan-3-ol 
• 303191-35-7 (R)-1-phenylhexan-3-ol 
• 31323-51-0 (S)-γ-Propyl-γ-butyrolactone 
• 138298-28-9 Acetic acid (S)-4-hydroxy-6-phenyl-hexyl ester 
• 138298-28-9 Acetic acid (R)-4-hydroxy-6-phenyl-hexyl ester 

Relevant academic research and scientific papers

Synthesis of Highly Oxygenated Carbocycles by Stereoselective Coupling of Alkynes to 1,3- and 1,4-Dicarbonyl Systems

Densely substituted and highly oxygenated carbocycles are challenging targets for synthesis. In particular, those possessing numerous contiguous, fully substituted carbon atoms (i.e., tertiary alcohols and quaternary centers) are often not accessible in a direct fashion, necessitating the strategic decoupling of ring-formation from the establishment of functionality about the system. Here, we describe an approach to the construction of highly oxygenated mono-, di-, and polycyclic carbocycles from the reaction of disubstituted alkynes with β- or γ-dicarbonyl systems. These processes embrace a variant of metallacycle-mediated annulation chemistry where initial alkyne-carbonyl coupling is followed by a second, now intramolecular, stereoselective C-C bond-forming event. In addition to revealing the basic reactivity pattern in intermolecular settings, we demonstrate that this class of reactivity is quite powerful in a fully intramolecular context and, when terminated by a stereoselective oxidation process, can be used to generate polycyclic systems containing a fully substituted and highly oxygenated five-membered ring.

Ligand-controlled, norbornene-mediated, regio- and diastereoselective rhodium-catalyzed intramolecular alkene hydrosilylation reactions

Ligand-controlled, norbornene-mediated, regio- and diastereoselective rhodium-catalyzed intramolecular alkene hydrosilylation of homoallyl silyl ethers (1) exploiting either BINAP or 1,6-bis(diphenylphosphino)hexane (dpph) has been developed. This method

One-pot asymmetric synthesis of 2-and 2,3-disubstituted tetrahydrofuran derivatives

A novel and convenient one-pot asymmetric synthesis of 2- and 2,3-disubstituted tetrahydrofurans has been achieved in 56-81% yields and 86-99% ee from aliphatic and aromatic aldehydes via an allyl/crotyl/ alkoxyallylboration-hydroboration-iodination-cyclization reaction sequence.

3-chloropropyl and 4-chlorobutyl phenyl ethers as sources of 1,3-dilithiopropane and 1,4-dilithiobutane: Sequential reaction with carbonyl compounds

The reaction of 3-chloropropyl and 4-chlorobutyl phenyl ethers (1) with lithium powder and a catalytic amount of DTBB (5% molar) in THF at - 78 °C followed by successive treatment with a carbonyl compound [R1R2CO = ButCHO, Me2CO, (CH2)5CO, (-)-menthone] at -78 to 20 °C and, after 1.5 h at this temperature, with a second one [R3R4CO = Bu1CHO, PhCHO, Me2CO, MeCOPrn, (CH2)5CO, (-)-menthone] at -78 °C leads, after hydrolysis with water, to the corresponding 1,5-and 1,6-diols (2). Because of the competition of two different reductive cleavages, 1,4- and 1,5-diols 3 were also obtained as side-reaction products.

Baker's yeast reduction of arylalkyl and arylalkenil γ- and δ-keto acids

γ- and δ-Lactones 5, 6, 13, 14, 15 and 16 were synthesized via baker's yeast reduction of the corresponding keto acids 3, 4 and 9-12. The enantioselectivity of the reduction is strongly dependent on the nature of the keto acid; the δ-lactones ware always obtained in an ee% higher than the γ-lactones and ranging from 70% to 100%.