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Journals and Conferences
This account describes the development of methodologies for ‘reductive’ ozonolysis, the direct ozonolytic conversion of alkenes into carbonyl groups without the intermediacy of 1,2,4-trioxolanes (ozonides). Ozonolysis of alkenes in the presence of DMSO produces a mixture of aldehyde and ozonide. The combination of DMSO and Et3N results in improved yields of… (More)
[reaction: see text] The first syntheses of peroxyacarnoates A and D, members of a family of enyne-containing alkoxydioxanes, have been achieved on the basis of chemoselective ozonolysis within a polyunsaturated framework and Pd-mediated cross-couplings of a functionalized 1,2-dioxane.
The stereospecific intramolecular alkylation of a hydroperoxyacetal provides the basis for the first asymmetric synthesis of the dioxane propionate core of the peroxyplakorates. Chemoselective hydrometallation of an alkyne in the presence of a peroxide is used to introduce a synthon for the polyunsaturated side chains of the peroxyplakorates. The route… (More)
[Structure: see text] Ozonolysis of alkenes in the presence of amine N-oxides results in the direct formation of aldehydes. This reaction, which appears to involve an unprecedented trapping and fragmentation of the short-lived carbonyl oxide intermediates, avoids the hazards associated with generation and isolation of ozonides or other peroxide products.
The Langmuir films of a series of triphenylsilyl ether (TPSE)-terminated amphiphiles were investigated in order to explore the bulge amphiphile model developed by Haycraft et al. [Thin Solid Films, 515 (2007) 2990]. The TPSE series was examined using surface pressure–surface area isotherms over a range of temperatures (287–298 K) with simultaneous… (More)
The presence of Lewis acids strongly influences the distribution of products from alkene ozonolysis. Delivery of alkoxide and phenoxide ligands to a coordinated carbonyl oxide affords hydroperoxyacetals under aprotic conditions.