13891-87-7Relevant articles and documents
Marsh,Pitts jr.
, p. 326,327-329 (1971)
Synthetic approaches to phomactins: Novel oxidation of homoallylic alcohols using tetra-n-propylammonium perruthenate
Blackburn, Timothy J.,Thomas, Eric J.
, p. 5399 - 5407 (2018)
Previous studies of a synthesis of phomactin A had resulted in the synthesis of a 15-methylenebicyclo[9.3.1]pentadecadiene. The next step in the synthesis was to be the epoxidation of this methylenecyclohexane that was hoped would lead to a 1-(hydroxymethyl)cyclohexene by rearrangement of the exocyclic epoxide, but the epoxidation was difficult to carry out regioselectively on advanced intermediates. However, oxidation of a 15-methylenebicyclo[9.3.1]pentadeca-3,7-dien-14-ol using tetra-n-propylammonium perruthenate and N-methylmorpholine-N-oxide led to conversion of this homoallylic alcohol into the corresponding 14-oxobicyclo[9.3.1]pentadeca-1(15),3,7-triene-15-carboxaldehyde in one step. Reduction of this using DIBAL-H gave a promising intermediate for a synthesis of a phomactin. The scope of this oxidation of homoallylic alcohols was briefly investigated.
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Scarborough,R.M.,Smith,A.B.
, p. 4361 - 4364 (1977)
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Investigation of hollow bimetal oxide nanomaterial and their catalytic activity for selective oxidation of alcohol
Gao, Wenbin,Li, Feng,Huo, Hongfei,Yang, Yuanyuan,Wang, Xiang,Tang, Yu,Jiang, Pengbo,Li, Shuwen,Li, Rong
, p. 63 - 70 (2018/03/01)
The aerobic oxidation procedure utilized sustainable non-noble-metal catalysts has been a long-standing objective in laboratory and industrial research. The synthesized hollow bimetal oxide nanoparticles catalysts (HNPs) as a stable and efficient catalyst, which was applied to the selective oxidation of alcohols with molecular oxygen as oxidant, is reported. The catalytic performance of Co3O4/Fe3O4@C HNPs was tested via selective aerobic oxidation catalytic reaction of cinnamyl alcohol in the liquid phase. The results prove that the Co3O4/Fe3O4@C HNPs exhibit ～ 90% yield for alcohol oxidation, which can be conveniently separated and recycled from reaction system by an external magnetism. Forthrmore, the catalyst can be reutilized for at least 5 runs without a distinct activity reduction. A feasible reaction mechnism over the bimetal catalyst for the alcohol oxidation was proposed. The surface effect between metal oxide nanoparticle and carbon support, and relatively high and easy reducibility grant favorable catalytic activity of Co3O4/Fe3O4@C HNPs. This make the Co3O4/Fe3O4@C HNPs a very significant catalyst for aerobic catalytic oxidation reaction of alcohols in the liquid phase for industrial manufacture.
Catalytic aerobic oxidation of allylic alcohols to carbonyl compounds under mild conditions
Tonucci, Lucia,Nicastro, Marco,D'Alessandro, Nicola,Bressan, Mario,D'Ambrosio, Primiano,Morvillo, Antonino
experimental part, p. 816 - 820 (2010/04/23)
A new catalytic aerobic oxidation of alcohols to aldehydes under green conditions was developed (room temperature and pressure, water solution, open vials). The water-soluble platinum(II) tetrasulfophthalocyanine (PtPcS) catalyst showed the best selectivity for carbonyl derivatives, and in particular for α,β-unsaturated alcohols; the reactions are slow.
