80403-62-9Relevant articles and documents
Functional Polymers from (Vinyl)polystyrene. Recyclable Polymer-Supported Organosilicon Protecting Groups for Solid-Phase Synthesis
Stranix, Brent R.,Liu, Hua Qin,Darling, Graham D.
, p. 6183 - 6186 (1997)
Dicobalt octacarbonyl catalyzed the hydrosilylation of residual vinyl groups on insoluble porous beads of divinylbenzene-rich copolymer, exclusively with β orientation, by either dialkylhalosilanes or alkyldihalosilanes. The resulting silyl halide functionalities, now bound to a cross-linked polystyrene matrix through stable dimethylene spacers, could then be used to protect and immobilize hydroxyl-containing free molecules for their further modification in the course of solid-phase synthesis. The reaction proved selective for primary hydroxyls in the presence of secondary, and secondary over tertiary. Together with product free alcohols, later cleavage of these silyl ethers with aqueous acid or base also released the corresponding silanol groups, while HF, under particularly mild and selective conditions, left silyl fluorides that themselves could then be very conveniently regenerated by BCl3/CH2Cl2 back to the polymer-supported silyl chlorides. For a variety of possible applications, these solid-phase protecting groups offer control, yield, recovery, and reusability, as well as other possible advantages involving site-site isolation of functional groups within the cross-linked polystyrene matrix.
Selective mono-acylation of 1,2- and 1,3-diols using (α,α- difluoroalkyl)amines
Wakita, Natsumi,Hara, Shoji
experimental part, p. 7939 - 7945 (2010/10/19)
In the reaction of N,N-diethyl-α,α-difluorobenzylamine (DFBA) with 1,2- or 1,3-diols, selective mono-benzoylation occurs to afford mono-esters of the diols in good yield. The reaction is completed under mild conditions in a short reaction time. Further, prim-, sec-, and tert-diols and catechol can be converted to the corresponding mono-benzoates. DFBA is used for the protection of the hydroxy group in sugars. The selective mono-nicotinylation, formylation and pivaloylation of diols are also performed by using the corresponding difluoroalkylamines.
Transformations of cyclic acetals under the action of some organic and inorganic oxidants
Akbalina,Zlotskii,Kabal'nova,Grigor'ev,Kotlyar,Shereshovets
, p. 1120 - 1122 (2007/10/03)
Liquid-phase oxidation of cyclic acetals and 2,2-disubstituted 1,3-dioxacyclanes with dimethyldioxirane, Caro salt, potassium persulfate, and complex of potassium chlorodiperoxochromate with 15-crown-5 was studied.