Synthesis of optically active α-benzyl paraconic acids and their esters and assignment of their absolute configuration
作者： Federico Berti , Cristina Forzato , Giada Furlan , Patrizia Nitti , Giuliana Pitacco
DOI: 10.1016/J.TETASY.2009.01.027
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摘要: Abstract The cis - and trans -4-benzylparaconic acids their ethyl esters were synthesized with high enantiomeric excess by hydrolysis of the corresponding diastereomeric lactonic using α-chymotrypsin. Thus, at low conversion values, -4-benzyl-5-oxo-3-tetrahydrofurancarboxylic separately isolated 99% ee 92% ee, respectively. Both ester diastereomers also obtained in enantiopure form. absolute configuration -lactonic acid was assigned 1 H NMR analysis its derivatives both enantiomers 1-(9-anthryl)-2,2,2-trifluoroethanol, while that means X-ray a crystalline derivative. circular dichroism curves products are reported.
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