17325-90-5

Upstream product

• 154197-95-2 5-chloro-4,5-dimethyl-hexan-3-one 
• 144-62-7 oxalic acid 
• 74-96-4 ethyl bromide 
• 598-25-4 Dimethylallene 
• 513-35-9 2-methyl-but-2-ene 
• 75-85-4 tert-Amyl alcohol 
• 96-22-0 pentan-3-one 
• 17510-47-3 3-trimethylsilyloxy-2-pentene 
• 67-64-1 acetone 
• 79-03-8 propionyl chloride 
• 38558-99-5 4,4-dimethyl-5-(toluene-4-sulfonyloxy)-hex-2-yne 
• 121-69-7 N,N-dimethyl-aniline 

Downstream Products

• 136638-87-4 5-benzoyl-2,3,5-trimethycyclopent-2-enone 
• 136638-86-3 2,3,5-trimethyl-5-(phenylthio)cyclopent-2-enone 

Relevant academic research and scientific papers

A convergent Synthesis of Methylenomycin B and Analogues Via Selenium Assisted Cyclopenta-annelation

Reaction of the lithium enolate of 4-chloro-4,5-dimethylhex-5-en-3-one 2 with benzeneselenenyl bromide at -78 deg C gives 2,3,5-trimethyl-5-phenylselenocyclopent-2-enone 3.Treatment of compound 3 with 15percent H2O2 in methylene dichloride at 0 deg C gave

Monoozonides of chloro-substituted conjugated dienes: preparation, stability, and some chemical reactions

The chlorodienes (E)-4-chloro-3-methyl-1,3-hexadiene (5a), (E) and (Z)-4-chloro-2,3-dimethyl-1,3-hexadiene (5b/6b), (E,E)-5-chloro-4-methyl-2,4-heptadiene (5c), (4E)- and (4Z)-5-chloro-3,4-dimethyl-2,4-heptadiene (5d/6d), chloroprene (11a), and 2-chloro-3-methyl-1,3-butadiene (11b) are selectively ozonized at the non-chlorinated double bonds to give the corresponding monoozonides 7, 8, and 12.Further ozonolyzis of the monoozonides of 5b and of 11b in methanol as well as epoxidation of the monoozonide of 5b and subsequent reaction of the resulting chloroepoxide with AgBF4 are described.

INSERTION D'ALLENES. VII. SYNTHESE DE COMPLEXES (η4-HETERODIENE)FER TRICARBONYL A PARTIR D'ALLENES

η4-Hydroxytrimethylenemethane-iron complexes are obtained by protonation of complex anions.They isomerise easily into a mixture of isomeric η4-heterodieneiron tricarbonyl complexes which have been separated.This demonstrates that such complexes are now available starting from allenes, alkyl halides and sodium tetracarbonyl ferrate.

INSERTION D'ALLENES. VIII. FORMATION DE CETONES α,β-INSATUREES PAR HYDROACYLATION D'ALLENES EN PRESENCE DE TETRACARBONYL FERRATE DE SODIUM

α,β-Unsaturated ketones are generated in moderate yields (50-60percent) from allene or a mono-, di- or tri-substituted allenic hydrocarbon, an alkyl halide and sodium tetracarbonylferrate.The first step is the formation of a complex anion which results from transfer of the alkyl group on a coordinated CO, then of the acyl ligand thus formed on the allenic sp carbon.Protonation with acetic acid yields a hydroxy-η4-trimethylenemethane, easily isomerised into an η4-heterodieneiron tricarbonyl.Finally, the α,β-unsaturated ketone is released upon oxidation with trimethylamine oxide.The most substituted ketone predominates.