80532-70-3Relevant articles and documents
PROCESS FOR MAKING AND USING HOF.RCN
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Page/Page column 6, (2011/04/14)
The invention relates to a process for making HOF.RCN and using it to oxidise organic substrates in a quick and safe way. The process comprises passing diluted fluorine through a conduit and RCN in water through another conduit into a microreactor to form HOF.RCN and reacting this with an organic substrates.
Epoxidation of alkenes using HOF·MeCN by a continuous flow process
McPake, Christopher B.,Murray, Christopher B.,Sandford, Graham
experimental part, p. 1674 - 1676 (2009/09/05)
Continuous flow methodology is described which allows the in situ generation of the highly effective oxidising agent HOF·MeCN from fluorine and wet acetonitrile and immediate reaction with alkenes to afford epoxides in high yield. The HOF·MeCN continuous flow oxidising system provides an environmentally benign process that is suitable for large scale synthesis and is atom efficient, because the only by-product is hydrogen fluoride which, in principle, could be recycled to produce fluorine by electrolysis. Crown Copyright
Stereoselective Synthesis of Alcohols, XII. Synthesis of the C-9/C-13 Partial Structure of Methynolide
Hoffmann, Reinhard W.,Ladner, Wolfgang
, p. 1631 - 1642 (2007/10/02)
Reduction of the β-ketoester 5 by yeast led to the β-hydroxyester 7, which was converted to the epoxyesters 13 and 15.Their transformation into the dioxolane carboxylic esters 14 and 16 by SnCl4/acetone proceeded under inversion at C-3.The structure 14 was secured by independent synthesis from D-ribonolactone.The enolate derived from 14 or 16 gave on methylation predominantly the cis-substituted product 21.The isomeric product 2 was obtained from D-fructose in six steps.
Dianions Derived from α-Halo Acids. The Darzens Condensation Revisited
Johnson, Carl R.,Bade, Thomas R.
, p. 1205 - 1212 (2007/10/02)
The dianions of α-halo carboxylic acids are readily generated by the addition of the acids to 2 equiv of lithium diisopropylamide at low temperatures.When the mixture warms to room temperature dimeric products are formed.When aldehydes and ketones were added to the cooled solutions of the dianions and the reaction mixtures were allowed to warm to room temperature, followed by acid quench, glycidic acids were formed.The glycidic acids, per se, were often too unstable to be isolated and purified but could be analyzed by conversion to their methyl esters withdiazomethane.When the reactions were quenched prematurely, α-chloro-β-hydroxy carboxylic acids were isolated.Homologated aldehydes and ketones were obtained from the glycidic acids by catalytic and thermal decarboxylation methods.
