124781-41-5

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 3815-30-3 4-(4-methoxyphenyl)-3-buten-2-one 
• 122969-82-8 3-hydroxy-1-(4-methoxyphenyl)-butan-1-one 

Relevant academic research and scientific papers

Rhodium-catalyzed alkene hydrosilylation via a hydride shuttle process by diene ligands: Dramatic enhancement of regio- and diastereoselectivity

A cooperative ligand-assisted, Rh-catalyzed intramolecular alkene hydrosilylation of homoallylic silyl ethers (1) was developed to provide 1,3-trans-oxasilacyclopentanes (trans-2) in a highly regio- and diastereoselective manner. The modification of metal-ligand architecture employing an inner-sphere functional diene ligand (1,3-cyclohexadiene) and a supporting phosphine ligand (BINAP) was identified as responsible for dramatic enhancement of selectivities. Mechanistic details of a diene ligand-mediated hydride shuttle process are presented as the potential mechanistic driving force behind the high level of the selectivities.

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

Catalytic 1,3-difunctionalisation of organic backbones through a highly stereoselective, one-pot, boron conjugate-addition/reduction/oxidation process

A simple one-pot, three-step synthetic route to chiral 1,3-amino alcohols and 1,3-diols has been established. Considering the overall stereocontrol of the synthetic protocol, the first and key step is an enantioselective β-boration of α,β-unsaturated imin

Stereoselective catalytic Tishchenko reduction of β-hydroxyketones using scandium triflate

A number of aliphatic and aromatic β-hydroxyketones were reduced to 1,3-diol monoesters by aldehydes in the presence of a catalytic amount of scandium triflate. Chiral substrates were reduced with high 1,3-anti diastereoselectivity.

Synthetically Useful β-Lithioalkoxides from Reductive Lithiation of Epoxides by Aromatic Radical Anions

Epoxides are reductively cleaved by means of lithium 4,4'-di-tert-butylbiphenylide.Ethylene oxide itself cleaves to lithium 2-lithioethoxide (15) in less than 5 min at -95 deg C.Epoxides possessing one unsubstituted carbon atom reduce in a matter of minutes at -78 deg C.When both carbon atoms are monosubstituted, at least 1 h is required.Epoxides with one or with two geminal saturated substituents open mainly between the oxygen atom and the least substituted carbon atom.Ring opening in the other direction leads to an unstable β-lithioalkoxide which very rapidly forms an olefin.Acyclic 1,2-disubstituted epoxides yield only olefins.Cyclooctene oxide produces, after protonation, a 3:7 ratio of cyclooctanol and cyclooctene.Cyclohexene oxide gives a 3:1 ratio of cyclohexanol and cyclohexene.Vinyloxiranes, on the other hand, open at the most substituted C-O bond to produce an allylic anion associated with an alkoxide.The carbanionic centers of the resulting dianions add to the carbonyl groups of aldehydes and ketones; however, when a hydrogen atom is present on the carbon atom which is attached to both negatively charged atoms, some reduction of the carbonyl group competes with the nucleophilic addition.The allylic anions derived from vinyloxiranes, after treatment with titanium tetraisopropoxide or cerium(III) chloride, add to aldehydes mainly at the most or least substituted terminus, respectively.In the former case, the configuration of the resulting glycols is predominantly anti.A number of adducts of the dianions with conjugated unsaturated aldehydes and ketones can be converted to unsaturated cyclic 6-membered ring ethers in the presence of acid or methanesulfonyl chloride.