Preparation of α-oxygenated ketones by the dioxygenation of alkenyl boronic acids
Two in two: Dioxygenation of alkenyl boronic acids has been achieved with N-hydroxyphthalimide. The two-step process involves etherification of an alkenyl boronic acid with N-hydroxyphthalimide followed by a [3,3] rearrangement. The dioxygenated product can then be hydrolyzed to form either the corresponding α-hydroxy ketone or the α-benzoyloxy ketone. Copyright
Patil, Aditi S.,Mo, Dong-Liang,Wang, Heng-Yen,Mueller, Daniel S.,Anderson, Laura L.
supporting information; experimental part
p. 7799 - 7803
(2012/09/08)
An efficient α-hydroxylation of carbonyls using the HOF·CH3CN complex
The complex HOF·CH3CN, made directly from fluorine and aqueous acetonitrile, was used for α-hydroxylation of various ketones, esters and acids via their trimethyl silyl enol ethers. The reaction is usually complete in a few minutes at room temperature or below and has high yields.
Dayan, Sharon,Bareket, Yifat,Rozen, Shlomo
p. 3657 - 3664
(2007/10/03)
Synthesis of α-hydroxy ketones using a HOF·MeCN complex
The complex, HOF·MeCN made directly by bubbling fluorine through aqueous acetonitrile, reacts quickly and efficiently with enolic forms of ketones to produce α-hydroxy ketones.
Rozen, Shlomo,Bareket, Yifat
p. 627 - 628
(2007/10/03)
Chiral products via asymmetric deprotonation of 4-tert-butylcyclohexanone using chiral lithium amide bases
The asymmetric deprotonation of 4-tert-butylcyclohexanone using chiral lithium amide bases gives derived silyl enol ether products in up to 88% ee.
Cousins,Simpkins
p. 7241 - 7244
(2007/10/02)
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