Unexpected Racemization in the Course of the Acetalization of (+)-( S )-5-Methyl-Wieland-Miescher Ketone with 1,2-Ethanediol and TsOH under Classical Experimental Conditions

(+)-( ) and (-)-( )-5-methyl-Wieland-Miescher ketone (+)- and (-)- , are important synthons in the diastereo and enantioselective syntheses of biological and/or pharmacological interesting compounds. A key step in these syntheses is the chemoselective C(1)O acetalization to (+)- and (-)- , respectiv...

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Veröffentlicht in:	International journal of molecular sciences 2019-12, Vol.20 (24), p.6147
Hauptverfasser:	Leonelli, Francesca, Piergentili, Irene, Lucarelli, Giulio, Migneco, Luisa Maria, Marini Bettolo, Rinaldo
Format:	Artikel
Sprache:	eng
Schlagworte:	Benzene Chromatography Enantiomers Ethylene Glycol - chemistry Hydrocarbons Ketones Ketones - chemistry Models, Chemical Natural products NMR Nuclear magnetic resonance Refluxing Stereoisomerism
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