111748-85-7

Upstream product

• 596119-48-1 4-(2-phenylethyl)-5-(p-tolylsulfanyl)-4,5-dihydro-3H-furan-2-one 
• 166884-72-6 1-(1-(allyloxy)-2-iodoethoxy)butane 
• 224319-37-3 (E)-1-chloro-4-phenyl-1-(p-tolylsulfinyl)-1-butene 
• 224319-35-1 (Z)-1-chloro-4-phenyl-1-(p-tolylsulfinyl)-1-butene 
• 116436-72-7 trans-3-(2'-phenylethyl)-5-(trimethylsilyl)-cyclohexanone 
• 118527-82-5 (4R,6S)-4-Phenethyl-6-trimethylsilanyl-oxepan-2-one 
• 118527-96-1 5-Oxo-3-phenethyl-hexanoic acid methyl ester 
• 118527-89-2 3-Phenethyl-hex-5-enoic acid methyl ester 
• 596119-12-9 tert-butyl 3-[chloro-(p-tolylsulfinyl)methyl]-5-phenylpentanoate 
• 6921-34-2 benzylmagnesium chloride 

Relevant academic research and scientific papers

Synthesis method of butyrolactone compound

The invention relates to a synthesis method of a butyrolactone compound. The synthesis method comprises the following step: in the presence of a solvent and a cobalt catalyst, converting an oxetane compound shown as general formula I into a butyrolactone compound shown as general formula II through carbonyl insertion ring expansion reaction in an atmosphere of CO and H2. Compared with an existingmethod for synthesizing butyrolactone through oxetane carbonylation ring expansion reaction in a carbon monoxide atmosphere, the synthesis method of a butyrolactone compound provided by the inventionhas the advantages of excellent catalytic activity, excellent chemical selection, wide substrate applicability, mild reaction conditions and the like; compared with other methods for synthesizing butyrolactone compounds, the method provided by the invention has the advantages of wide substrate range, high atom economy, no need of noble metal catalysis and the like, therefore the method has a wideapplication prospect.

Cobalt-catalyzed cross-coupling reactions of alkyl halides with allylic and benzylic grignard reagents and their application to tandem radical cyclization/cross-coupling reactions

Details of cobalt-catalyzed cross-coupling reactions of alkyl halides with allylic Grignard reagents are disclosed. A combination of cobalt(II) chloride and 1,2-bis(diphenylphosphino)ethane (DPPE) or 1,3-bis(diphenylphosphino)propane (DPPP) is suitable as a precatalyst and allows secondary and tertiary alkyl halides-as well as primary ones-to be employed as coupling partners for allyl Grignard reagents. The reaction offers a facile synthesis of quaternary carbon centers. which has practically never been possible with palladium, nickel, and copper catalysts. Benzyl, methallyl, and crotyl Grignard reagents can all couple with alkyl halides. The benzylation definitely requires DPPE or DPPP as a ligand. The reaction mechanism should include the generation of an alkyl radical from the parent alkyl halide. The mechanism can be interpreted in terms of a tandem radical cyclization/cross-coupling reaction. In addition, serendipitous tandem radical cyclization/cyclopropanation/carbonyl allylation of 5-alkoxy-6-halo-4-oxa-1-hexene derivatives is also described. The intermediacy of a carbon-centered radical results in the loss of the original stereochemistry of the parent alkyl halides, creating the potential for asymmetric cross-coupling of racemic alkyl halides.

Conjugate addition of lithium ester enolates to 1-chlorovinyl p-tolyl sulfoxides: A novel synthesis of functionalized esters and lactones having a tertiary or a quaternary carbon at the β-position

Addition of the lithium ester enolates to 1-chlorovinyl p-tolyl sulfoxides, which were synthesized from chloromethyl p-tolyl sulfoxide and ketones or aldehydes, gave esters having a tertiary or a quaternary carbon at the 3-position, and chlorine and sulfi

3-Substituted-γ-butyrolactones from 5-Trimethylsilyl-2-cyclohexenone. Synthesis of (-)-Enterolactone

1,4-Adducts of 5-trimethylsilyl-2-cyclohexenone (1) with Grignard reagents were converted to various hexanoate derivatives and γ-butyrolactones.Starting from optically pure 1, (-)-enterolactone (Factor X) was synthesized.