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Original Articles

PHOSPHORORGANISCHE VERBINDUNGEN 931

Zur Chemie optisch aktiver Phosphinigsäureamide

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Pages 235-241 | Received 19 Sep 1979, Published online: 19 Dec 2006
 

Abstract

Optisch aktives Ethyl-phenyl-phosphinigsäurediethylamid 1 wird in racemische literaturbekannte Verbindungen über-geführt bei der Einwirkung von HCl, HBF4, Alkoholen, Thioalkoholen, Carbonsäuren, Carbonsäureestern, Carbonsäureanhydriden, Carbonsäurehalogeniden, Verbindungen mit Pl und sekundären Phosphinen. p-Kresol, Trifluoressigsäure-p-kresylester sowie Trifluoressigsäure-ß,ß,ß-trifluorethylester setzen sich mit optisch aktivem Ethyl-phenyl-phosphinigsäure-diethylamid 1 unter Erhaltung der Konfiguration zu den entsprechenden optisch aktiven Ethyl-phenyl-phosphingsäureestern um.

Optically active ethyl-phenyl-phosphinous acid diethylamide 1 was treated with HCl, HBF4, alcohols, thiols, carboxylic acids, esters, anhydrides, acid chloride, compounds with the structure element P[sbnd]Cl and secondary phosphines to give in each case a racemic mixture of the corresponding, previously described, reaction products. Reaction of optically active 1 with para-cresol, para-cresyltrifluoro-acetate or 2,2,2-trifluoro-ethyl-trifluoro-acetate gives the corresponding optically active ester of ethyl phenyl phosphinous acid under retention of configuration.

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