33484-93-4

Upstream product

• 917-64-6 methyl magnesium iodide 
• 938-87-4 2-methyl-1-phenyl-butan-1-one 
• 598-30-1 sec.-butyllithium 
• 98-86-2 acetophenone 
• 1113-78-6 tri(sec-butyl)borane 
• 1314099-30-3 B-(buta-1,2-dien-1-yl)-1,3,2-dioxaborolane 
• 93-55-0 1-phenyl-propan-1-one 

Downstream Products

• 61777-06-8 2-ethyl-3-phenyl-2-butene 
• 28236-73-9 2-Chlor-3-methyl-2-phenyl-pentan 

Relevant academic research and scientific papers

Asymmetric propargylation of ketones using allenylboronates catalyzed by chiral biphenols

Chiral biphenols catalyze the enantioselective asymmetric propargylation of ketones using allenylboronates. The reaction uses 10 mol % of 3,3′-Br2-BINOL as the catalyst and allenyldioxoborolane as the nucleophile, in the absence of solvent, and

Chiral α-branched benzylic carbocations: Diastereoselective intermolecular reactions with arene nucleophiles and NMR spectroscopic studies

The chiral benzylic alcohols 1-6 were prepared and subjected to S N1-type displacement reactions with various arene nucleophiles in acidic medium. Under optimized conditions (HBF4·OEt 2, CH2Cl2, -78 °

Electrochemical alkyl transfer reactions of trialkylborane to carbonyl compounds by use of copper sacrificial anode

Alkyl groups in trialkylboranes were successfully transferred to carbonyl compounds in the presence of the platinum cathode and copper anode by electrochemical method. The new, mild electrochemical alkyl transfer reaction produced various substituted alcohols in good yields.

Carbon-Carbon Bond-Forming Reactions Using Cerium Metal or Organocerium(III) Reagents

Carbon-carbon bond-forming reactions using cerium metal or organocerium(III) reagents have been investigated.Cerium amalgam is an effective reagent for the chemoselective preparation of homoallylic alcohols from allyl halides and carbonyl compounds.These same reagent can also be satisfactorily employed for the Reformatsky-type reaction of α-halo esters with carbonyl compounds.It has been shown that organocerium(III) reagents are conveniently generated by the reaction of organolithiums with cerium(III)iodide or cerium(III)chloride.The reagents are less basic thanorganolithiums or Grignard reagents, and they react cleanly at -78 to -65 deg C with various carbonyl compounds to afford the addition products in high yields, even though the substrates are susceptible to enolization or metal-halogen exchange with simple organolithiums.The same reagents react also with α,β-unsaturated compounds to yield 1,2-addition products in high selectivity.

Generation and Reactivities of Organocerium Reagents

Organocerium reagents, prepared in situ by the treatment of organolithium compounds with cerium(III) iodide, exhibit characteristic reactivities toward ketones; at -65 deg C, nucleophilic additions give the corresponding tertiary alcohols in excellent yields; while, at 0 deg C to ca. room temperature, reductive coupling and/or reduction of the ketones prevail.