C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
C07C 303/34 (2006.01) C07C 303/24 (2006.01) C07C 303/26 (2006.01) C07C 307/02 (2006.01) C07C 309/65 (2006.01) C07C 309/84 (2006.01)
Patent
CA 2330467
The present invention provides a method of converting a hydroxy group in alcohols containing an electron withdrawing group into perfluoroalkanesulphonate and fluorosulphonate esters, which are good leaving groups, with inversion of configuration where the hydroxyl-bearing carbon is chiral. The method consists of converting said alcohol to an O-N,N- dialkylsulphamate ester and reacting said O-N,N-dialkylsulphamate ester with a perfluoroalkanesulphonic acid or fluorosulphonic acid. Such a method is useful for preparing chiral compounds for pharmaceutical and agrochemical use.
La présente invention concerne un procédé de conversion d'un groupe hydroxy dans des alcools contenant un groupe attracteur d'électrons en esters de perfluoroalcanesulfonate et fluorosulfonate, qui sont de bons groupes mobiles, le procédé comprenant également une inversion de configuration où le carbone hydroxylé est chiral. Le procédé consiste à convertir l'alcool en un ester de O-N-N-dialkyl-sulfamate puis à mettre en réaction cet ester de O-N-N-dialkylsulfamate avec un acide perfluoroalcanesulfonique ou un acide fluorosulfonique. Ce procédé s'utilise dans la préparation de composés chiraux destinés à une utilisation pharmaceutique ou agrochimique.
Loewenthal Hans Jacob
Loewenthal Ron Benjamin
Loewenthal Hans Jacob
Loewenthal Ron Benjamin
Ogilvy Renault
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