53319-91-8Relevant academic research and scientific papers
Regio- and stereoselective monoepoxidation of dienes using methyltrioxorhenium: Synthesis of allylic epoxides
De, Saroj Ranjan,Kumar, Ganesh,Jat, Jawahar L.,Birudaraju, Saritha,Lu, Biao,Manne, Rajkumar,Puli, Narender,Adebesin, Adeniyi Michael,Falck, John R.
, p. 10323 - 10333 (2015/02/19)
Methyltrioxorhenium (MTO) complexed with pyridine was shown to be a highly effective catalyst for the regioselective monoepoxidation of conjugated di- and trienes using 30% H2O2 at or below room temperature. The resultant allylic epo
One-pot sequence for reductive-acetylation of carbonyl compounds with (N-methylimidazole)(tetrahydroborato)zinc complex
Setamdideh, Davood,Khezri, Behrooz
experimental part, p. 5766 - 5772 (2012/07/28)
Reductive-acetylation of variety of aliphatic and aromatic aldehydes and ketones, α,β-unsaturated carbonyl compounds are examined efficiently with (N-methylimidazole)(tetrahydroborato)zinc complex, [Zn(BH4) 2(nmi)], under mild condition in THF at room temperature or reflux conditions. The corresponding acetates were obtained in excellent yields (90-98 %).
Allylsilanes derived from α- and β-ionone. Synthesis and unusual reactivity with electrophiles
Azzari,Faggi,Gelsomini,Taddei
, p. 6067 - 6070 (2007/10/02)
Silylcupration of α- and β-ionol acetates selectively gave the corresponding allylsilanes with direct substitution of the acetate with a trimethylsilyl group. Reactions of these products with electrophiles showed the unusual absence of the allylic shift, typical in nucleophilic condensations of allylsilanes. Ionotrimethylsilanes are effective building blocks for synthesis of terpenes and carotenoids.
Isolation and Identification of the Polyenes Formed During the Thermal Degradation of β,β-Carotene
Byers, Jim
, p. 1515 - 1522 (2007/10/02)
It has been proposed that carotenoid natural products are the source of part of the aromatic fraction of petroleum.In order to understand the mechanisms by which carotenoids are converted to aromatic products, an investigation of the polyene intermediates formed in the thermal degradation of β,β-carotene was initiated.As a result of this investigation, four polyene intermediates have been isolated and identified: 1,12-bis(2,6,6-trimethylcyclohex-1-enyl)-3,6,10-trimethyldodeca-1,3,5,7,9,11-hexaene, 1,12-bis(2,6,6-trimethylcyclohex-1-enyl)-3,7-dimethyldodeca-1,3,5,7,9, 11-hexaene, 1,6-bis(2,6,6-trimethylcyclohex-1-enyl)-3-methylhexa-1,3,5-triene, and 1,6-bis(2,6,6-trimethylcyclohex-1-enyl)hexa-1,3,5-triene.Independent syntheses confirmed the structures of the polyene intermediates. 1H NMR established the type and number of methyl substituents.Mass spectra of the saturated analogues confirmed the positions of the in-chain methyl substituents.The structures of the polyene intermediates are consistent with proposals that β,β-carotene thermally degrades by a series of symmetry-allowed electrocyclic processes followed by a thermal elimination.However, not all of the degradation products arise from electrocyclic-type processes.The presence of 1,1,3-trimethylcyclohexane and long chain aromatics indicates that disproportionation reactions are occurring in the complex degradation reaction.
