136911-07-4

Upstream product

• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 89121-39-1 1-allyl-2-(chloromethyl)benzene 
• 57486-69-8 methyl 2-(2-bromophenyl)acetate 
• 24850-33-7 allyltributylstanane 
• 18698-97-0 ortho-bromophenylacetic acid 
• 66370-75-0 methyl (2-iodophenyl)acetate 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 18698-96-9 o-iodophenylacetic acid 

Downstream Products

• 1381845-08-4 2-(2-allyl-phenyl)-1-((2R,5R)-2,5-dimethyl-pyrrolidin-1-yl)-ethanone 
• 112635-25-3 methyl 2-(2-(2,3-dihydro-1-oxo-1H-indenyl))acetate 
• 1381844-79-6 1-(4-chlorophenyl)-3,3a,4,8b-tetrahydroindeno[1,2-b]pyrrol-2-one 
• 177742-21-1 (S)-2-(isochroman-1-yl)ethan-1-ol 
• 1067909-36-7 2-(2-allylphenyl)ethan-1-ol 

Relevant academic research and scientific papers

Phosphorothioate anti-sense oligonucleotides: The kinetics and mechanism of the generation of the sulfurising agent from phenylacetyl disulfide (PADS)

The synthesis of phosphorothioate oligonucleotides is often accomplished in the pharmaceutical industry by the sulfurisation of the nucleotide-phosphite using phenylacetyl disulfide (PADS) which has an optimal combination of properties. This is best achieved by an initial 'ageing' of PADS for 48 h in acetonitrile with 3-picoline to generate polysulfides. The initial base-catalysed degradation of PADS occurs by an E1cB-type elimination to generate a ketene and acyldisulfide anion. Proton abstraction to reversibly generate a carbanion is demonstrated by H/D exchange, the rate of which is greatly increased by electron-withdrawing substituents in the aromatic ring of PADS. The ketene can be trapped intramolecularly by an o-allyl group. The disulfide anion generated subsequently attacks unreacted PADS on sulfur to give polysulfides, the active sulfurising agent. The rate of degradation of PADS is decreased by less basic substituted pyridines and is only first order in PADS indicating that the rate-limiting step is formation of the disulfide anion from the carbanion.

Sulfoxide ligand metal catalyzed oxidation of olefins

The enantioselective synthesis of isochroman motifs has been accomplished via Pd(II)-catalyzed allylic C—H oxidation from terminal olefin precursors. Critical to the success of this goal was the development and utilization of a novel chiral aryl sulfoxide-oxazoline (ArSOX) ligand. The allylic C—H oxidation reaction proceeds with the broadest scope and highest levels asymmetric induction reported to date (avg. 92% ee, 13 examples ≥90% ee). Additionally, C(sp3)-N fragment coupling reaction between abundant terminal olefins and N-triflyl protected aliphatic and aromatic amines via Pd(II)/sulfoxide (SOX) catalyzed intermolecular allylic C—H amination is disclosed. A range of 52 allylic amines are furnished in good yields (avg. 76%) and excellent regio- and stereoselectivity (avg. >20:1 linear:branched, >20:1 E:Z). For the first time, a variety of singly activated aromatic and aliphatic nitrogen nucleophiles, including ones with stereochemical elements, can be used in fragment coupling stiochiometries for intermolecular C—H amination reactions.

Enantioselective Allylic C?H Oxidation of Terminal Olefins to Isochromans by Palladium(II)/Chiral Sulfoxide Catalysis

The enantioselective synthesis of isochroman motifs has been accomplished by palladium(II)-catalyzed allylic C?H oxidation from terminal olefin precursors. Critical to the success of this goal was the development and utilization of a novel chiral aryl sul

PLANT GROWTH REGULATING COMPOUNDS

The present invention relates to novel strigolactam derivatives of formula (I) to processes and intermediates for pre-paring them, to plant growth regulator compositions comprising them and to methods of using them for controlling the growth of plants and/or promoting the germination of seeds.

STRIGOLACTAM DERIVATIVES AND THEIR USE AS PLANT GROWTH REGULATORS

The present invention relates to novel strigolactam derivatives of formula (I) to processes and intermediates for preparing them, to plant growth regulator compositions comprising them and to methods of using them for controlling the growth of plants and/

Palladium-Catalyzed Carbonylative Cyclization of o-Allylbenzyl Halides To Produce Benzo-Annulated Enol Lactones and/or Bicyclohept-3-en-6-ones. An Efficient Route to U-68,215

Treatment of o-allylbenzyl halides with CO in the presence of 1.5-2.0 equiv of a base, such as NEt3, and a catalytic amount of a palladium complex, such as Cl2Pd(PPh3)2, provides a 2,3,3a,4-tetrahydro-2-oxonaphthylfurans and/or cyclobutanone derivatives tentatively identified as 2,2a,7,7a-tetrahydro-1H-cyclobutinden-2-ones.