- Catalytic oxidative 1,2-shift in 1,1′-disubstituted olefins using arene(iodo)sulfonic acid as the precatalyst and oxone as the oxidant
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An efficient, catalytic hypervalent iodine-mediated oxidative 1,2-shift of 1,1′-disubstituted olefins is described. This methodology provides concise access to homobenzylic ketones with electron-donating substituents. In the case of cyclic systems, this transformation results in ring-expanded β-benzocycloalkanones, which are useful for further elaboration.
- Purohit, Vikram C.,Allwein, Shawn P.,Bakale, Roger P.
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p. 1650 - 1653
(2013/06/27)
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- Evidence that the availability of an allylic hydrogen governs the regioselectivity of the Wacker oxidation
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The allylic hydrogen is found to have a dramatic effect on the regioselectivity of the Wacker oxidation, leading to the postulation that an agostic hydrogen or enyl (σ + π) complex helps to stabilise the key intermediate.
- Gaunt,Yu,Spencer
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p. 1844 - 1845
(2007/10/03)
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- A Novel Route to Arylacetones via a Masked α-Acylcarbonium Intermediate
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The Ag+ induced aromatic substitution reaction of bromoacetone O-methyloxime is described.
- Shatzmiller, Shimon,Lidor, Ramy,Shalom, Eytan,Bahar, Eliezer
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p. 795 - 796
(2007/10/02)
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