88790-31-2

Upstream product

• 34713-70-7 2-Phenylpropanal 
• 74333-47-4 phenyl-2 hexene-5 ol-3 
• 10557-57-0 propylmagnesium iodide 
• 100-41-4 ethylbenzene 
• 71-36-3 butan-1-ol 
• 107-08-4 1-iodo-propane 
• 2234-82-4 1-propylmagnesium chloride 

Downstream Products

• 112371-41-2 ((1S,2S)-2-Methoxy-1-methyl-pentyl)-benzene 
• 138841-68-6 4-Methyl-3-propyl-2-o-tolyl-2H-isoquinolin-1-one 
• 138841-69-7 4-Methyl-3-propyl-2-p-tolyl-2H-isoquinolin-1-one 
• 138841-67-5 4-Methyl-2-phenyl-3-propyl-2H-isoquinolin-1-one 

Relevant academic research and scientific papers

Highly regioselective reaction of zirconocene-alkene complexes with aldehydes or ketones

Reactions of zirconocene-alkene complexes Cp2Zr(CH2=CHR)(PR'3) (R = H, Me, Et, SiR"3 or Ar) with aldehydes or ketones were investigated.Zirconocene-ethylene, -propylene or 1-butene complexes reacted with aldehydes or ketones at terminal carbons of alkenes to give the corresponding alcohols after hydrolysis with a high regioselectivity.A similar type of reaction product was also obtained by a reaction of zirconacyclopentanes with aldehydes.This reaction proceeded via β-β' carbon-carbon bond cleavage of zirconacyclopentanes.A reaction of zirconocene-vinylsilane complexes with ketones afforded 3-trimethylsilyl-1-oxa-2-zirconacyclopentanes with an excellent regioselectivity.Carbon-carbon bond formation occurred exclusively at the terminal carbon of vinylsilanes.Their corresponding γ-silylalcohols were obtained after hydrolysis.The products showed that vinylsilanes reacted with carbonyl compounds at the β-carbon to silyl group.It is in sharp contrast to the conventional reactions of vinylsilanes of which the α-carbon normally attacked electrophiles.The reactions of styrene and its derivatives with pentan-3-one on zirconium gave a mixture of two regioisomers.Substituents of alkenes tend to be in α-position to Zr in 1-oxa-2-zirconacyclopentanes.This orientation showed a different aspect of the formation of 1-oxa-2-zirconacyclopentanes from the alkene-alkene coupling reaction on zirconium.The regioselectivity of the reaction with carbonyl compounds decreased in this order; R = alkyl > silyl > aryl. Key words: Zirconium; Silicon; Metallocenes; Carbon-carbon bond formation; Aldehyde; Ketone

Zirconium Mediated Regioselective Carbon-Carbon Bond Formation Reactions

Reactions of zirconocene-alkene complexes with aldehydes gave alcohols as coupling products after hydrolysis.The carbon-carbon bond formation proceeded at C1 carbon of alkenes, in sharp contrast to the reactions of alkene-alkene coupling on zirconium.A similar alcohol was also obtained by the reaction of zirconacyclopentane with aldehyde after hydrolysis.Treatment of (C5Me5)2ZrEt2 with styrene gave 2-phenylbutane after hydrolysis contrary to the case of Cp2ZrEt2 which afforded 1-phenylbutane.

ELECTROCHEMICAL OXIDATION OF 1-TRIMETHYLSILYL-1,3-DIENES

Electrochemical oxidation of 1-trimethylsilyl-1,3-dienes in methanol afforded 1,1,4-trimethoxy-2-butene derivatives, which were readily hydrolyzed to the corresponding α,β-unsaturated aldehydes.By combination of this electrochemical reaction with the synthesis of 1-trimethylsilyl-1,3-dienes from carbonyl compounds, 1,3-bis(trimethylsilyl)propene provides a β-formylvinyl anion equivalent.

Very High 1,2- and 1,3-Asymmetric Induction in the Reactions of Allylic Boron Compounds with Chiral Imines

The reaction of allyl-9-borabicyclononane (allyl-9-BBN) with chiral imines 3 produced the Cram isomer 4 either exclusively or very predominantly.The very high 1,2-asymmetric induction is explained by a six-membered chairlike transition state, in wh

PHOTOSUBSTITUTION OF BENZYL HYDROGENS WITH ALCOHOLIC MOIETIES. SELECTIVE FORMATION OF ALKYLBENZENE CARBINOLS

Irradiations of alkylbenzene compounds with various alcohols in an air atmosphere, resulted in substitution of the benzyl hydrogens with alcoholic moieties in a very selective mode.