1-Fluorocycloalkanecarboxylic acids in the synthesis of 16-achiral 16-fluoro-9a-carbaprostacyclin derivatives
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Mongelli,Animati,D'Alessio,Zuliani,Gandolfi
p. 310 - 313
(2007/10/02)
NOUVELLE VOIE DE SYNTHESE D'ACIDES AMINES MONOFLUORES
Ring opening of the glycidonitriles (IIa-e) by HF/pyridine leads to the fluorocyanohydrins (IIIa-e).Treatment of the nitriles (IIIa-e) with ammonia in methanol gives the α-amino-β-fluoro nitriles (IVa-e) which upon acidic hydrolysis afford the β-fluoro-α-
Ayi, A. I.,Remli, M.,Guedj, R.
p. 1505 - 1508
(2007/10/02)
NEW SYNTHETIC ROUTES TO β-FLUORO β-PHENYLLACTIC ACID DERIVATIVES AND Β-FLUOROCYANOHYDRINS
Alkyl phenyl 2,3-epoxycarboxylates from the well-known Darzens glycidic esters synthesis react under very mild conditions with pyridinium-poly-hydrogen fluoride to give corresponding 3-fluoro 3-phenyllactates in almost quantitative yields with a high regio and stereoselectivity.This method can be applied succesfully to other flycidic derivatives: glycidoamides, glycidonitriles, glycidoiminoesters...The spectrometric properties (IR, NMR) are presented.
Ayi, A. I.,Remli, M.,Condom, R.,Guedj, R.
p. 565 - 580
(2007/10/02)
NEW SYNTHETIC ROUTES TO β-FLUORO-α-AMINOACIDS B - FROM GLYCIDONITRILES