Synthesis of enantiopure 2-iodomandelic acid and determination of its absolute configuration by VCD spectroscopy
作者： Anikó Nemes , Elemér Vass , István Jalsovszky , Dénes Szabó
DOI: 10.1007/S11696-018-0568-6
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摘要: Racemic 2-iodomandelic acid 1 was synthesized from commercially available 2-iodobenzoic 2. Acyl chloride 3 reacted with diethyl malonate, then the formed diester hydrolysed and decarboxylated in a one-pot reaction. The obtained 2-iodoacetophenone 4 bromine dibromoacetophenone derivative 5 to give racemic (±)-1. Optical resolution of (±)-1 via diastereomeric crystallization strychnine afforded enantiopure (R)-(−)-1. Absolute configuration (−)-1 its methyl ester (−)-6 determined by VCD spectroscopy.
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