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Zusammenfassung Die Darstellung eines neuartigen, zum gas-chromatographischen Nachweis geeigneten Phosphorderivats von Oestron wird beschrieben. Der Oestron-dimethylphosphinsäureester läßt sich sehr empfindlich mit dem Alkaliflammenionisationsdetektor (AFID) nachweisen. Die Umsetzung von Dimethylaminodimethylphosphin mit Oestron ist unter den angegebenen Bedingungen quantitativ und sehr gut reproduzierbar. Bezugskurven mit Oestronkonzentrationen von 2–50 g Oestron im Ansatz hatten bei Nachweis mit dem FID einen Korrelationskoeffizienten von 0,999, bei Nachweis mit dem AFID von 0,998. 200 pg des Derivats konnten noch gut gemessen werden. Die Reaktionsbedingungen werden diskutiert. Auf die erfolgreiche Derivatisierung anderer Steroidhormone wird abschließend hingewiesen.
Estrone-dimethylphosphinic ester, a new type of derivatives for the sensitive, gas chromatographic determination of steroids
The synthesis of estrone-dimethyl phosphinic ester, with good gas chromatographic properties is described. This ester is very sensitively detectable with the alkali detector. The reaction of dimethyl-amino-dimethylphosphine with estrone is quantitative and reproducible. Calibration curves with concentrations of estrone varying from 2 to 50 g per sample detected by a FID yielded a correlation coefficient of 0.999, detected by an AFID one of 0.998. The smallest amount which could be measured was 200 pg. The reaction conditions are discussed. The possibility of the derivatisation of other steroid hormones is shown.相似文献
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《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2017,129(46):14899-14903
The individual molecules of α‐chloroalkenyl boronates include both an electrophilic C−Cl bond and a nucleophilic C−B bond, which makes them intriguing organic synthons. Reported herein is a stereodivergent synthesis of both E and Z α‐chloroalkenyl N ‐methyliminodiacetyl (MIDA) boronates through the direct chlorination of alkenyl MIDA boronates using t BuOCl and PhSeCl reagents, respectively. Both reaction processes are stereospecific and the use of sp3‐B MIDA boronate is the key contributor to the reactivity. The synthetic value of the boronate products was also demonstrated. 相似文献
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Decarboxylative Conjunctive Cross-coupling of Vinyl Boronic Esters using Metallaphotoredox Catalysis
Riccardo S. Mega Vincent K. Duong Dr. Adam Noble Prof. Dr. Varinder K. Aggarwal 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2020,132(11):4405-4409
The synthesis of complex alkyl boronic esters through conjunctive cross-coupling of vinyl boronic esters with carboxylic acids and aryl iodides is described. The reaction proceeds under mild metallaphotoredox conditions and involves an unprecedented decarboxylative radical addition/cross-coupling cascade of vinyl boronic esters. Excellent functional-group tolerance is displayed, and application of a range of carboxylic acids, including secondary α-amino acids, and aryl iodides provides efficient access to highly functionalized alkyl boronic esters. The decarboxylative conjunctive cross-coupling was also applied to the synthesis of sedum alkaloids. 相似文献
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