- Synthesis of F-alkyl α-hydroxy acids and esters from F-alkyl epoxides and F-alkyl α-bromo acids and esters from F-alkyl bromohydrins
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F-alkyl α-hydroxy acids and F-alkyl α-bromo acids were prepared respectively by the nitric acid ring-opening oxidative reaction of F-alkyl oxiranes, and oxidation by chromic acid of F-alkyl bromohydrins. The synthesized acids were converted to the corresponding methyl esters which may prove to be useful in the synthesis of F-alkylated heterocycles.
- Ould Amanetoullah,Chaabouni,Baklouti
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p. 149 - 153
(2007/10/03)
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- Carbonylation of trichloroacetaldehyde (chloral) in concentrated sulfuric acid: Stereocontrolled synthesis of cis- and trans-2,5-bis(trichloromethyl)-1,3-dioxolan-4-one
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Carbonylation of trichloroacetaldehyde(chiral) in concentrated sulfuric acid readily gave 2,5-bis(trichloromethyl-1,3-dioxolan-4-ones (cis and trans) and 3,3,3-trichloro-2-hydroxypropanoic acid. The cis isomer was isolated for the first time, and confirmed by X-ray structural analysis. The cis/trans ratio of dioxolanones largely depended upon the concentration of sulfuric acid. Highly diastereoselective formation of the dioxolanones was achieved with 99wt% sulfuric acid (cis:trans = 95:5) or with 90wt% sulfuric acid (0:100).
- Mori, Sadayuki,Emura, Kazuhiro,Kano, Motoaki,Kudo, Kiyoshi,Komatsu, Koichi,Sugita, Nobuyuki
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p. 8977 - 8982
(2007/10/02)
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