Fluorinated analogues of tert-butyl alcohol as novel protecting groups for use in fluorous synthesis
Figure presented A series of fluorous derivatives of tert-butyl alcohol were prepared and evaluated as reagents for the protection of carboxylic acids for use in fluorous synthesis. Alcohol 3b can be employed efficiently to protect and immobilize medium-size nonpolar carboxylic acids in a fluorous phase.
Pardo, Juan,Cobas, Agustin,Guitian, Enrique,Castedo, Luis
p. 3711 - 3714
(2007/10/03)
Radical addition reactions of fluorinated species. Part 8. Regioselectivity of radical additions to perfluoroalkylethylenes and quantum chemical calculations. Highly selective two-step synthesis of 4-(perfluoroalkyl)butane-1,2-diols
Perfluoroalkylethylenes RF-CHCH2 (RF=C4F9,C6F13,C 8F17) added easily nucleophilic radicals generated from alkanols, oxolane and 2,2-dimethyl-1,3-dioxolane.
Církva, Vladimír,B?hm, Stanislav,Paleta, Old?ich
p. 159 - 168
(2007/10/03)
Copper-catalyzed addition of perfluoroalkyl iodides to unsaturated alcohols and transformation of the addition products
Iodoperfluoroalkyl alcohols RFCH2CHI(CR2)nOH (RF = C6F13; R = H, CH3; n = 1-3, 9) have been readily prepared in high yield by the addition of perfluoroalkyl iodides RFI to allylic and other unsaturated alcohols at 120 deg C in the presence of a catalytic amount (10percent mol) of metallic copper powder.The dibenzoyl peroxide-induced reaction gave lower yields of the addition products in most cases.The chemical changes of iodoperfluoroalkylated alcohols to epoxides and alcohols are described.A discussion of the by-products obtained and of the reaction mechanism is provided.
Kotora, M.,Hajek, M.,Ameduri, B.,Boutevin, B.
p. 49 - 56
(2007/10/02)
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