Original syntheses of epoxides involving organoselenium intermediates
β-oxidoalkylselenonium salts and β-oxidoalkylselenones are valuable precursors of a large variety of epoxides. These species were synthesized by reaction of α-selenonio or α-selenonylalkylpotassium with carbonyl compounds or by reaction of a suitable base on β-hydroxyalkylselenonium salts or β-hydroxyalkylselenones, themselves obtained from β-hydroxyselenides. The most powerful method, based on the cyclization of β-hydroxyalkylselenonium salts is fully documented.
Krief,Dumont,Van Ende,Halazy,Labar,Laboureur,Le
p. 1203 - 1228
(2007/10/02)
Regiochemistry of the Ring Expansion of Unsymmetrically Substituted Ketones involving β-Hydroxyalkylselenides
β-hydroxyalkylselenides derived from unsymmetrically substituted ketones have been rearranged to substituted ketones in the presence of soft electrophiles such as silver tetrafluoroborate or dichlorocarbenes.Although the migration of the more substituted carbon often prevails, subtle variations have been observed depending upon the structure of the starting material and the experimental conditions used.
Krief, A.,Laboureur, J. L.
p. 1545 - 1548
(2007/10/02)
EFFICIENT REGIOSELECTIVE SYNTHESES OF α AND β CUPARENONES. A NEW APPROACH FOR THE CONSTRUCTION OF THE CYCLOPENTANE RING
This paper discloses the regioselective synthesis of the cyclopentane ring from a carbonyl compound via two ring expension reactions.
Halazy, S.,Zutterman, F.,Kries, A.
p. 4385 - 4388
(2007/10/02)
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