Tetrahedron: Asymmetry

Use of enantio-, chemo-and regioselectivity of acylase I. Resolution of polycarboxylic acid esters

A Liljeblad, R Aksela, LT Kanerva

文献索引：Liljeblad, Arto; Aksela, Reijo; Kanerva, Liisa T. Tetrahedron Asymmetry, 2001 , vol. 12, # 14 p. 2059 - 2066

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被引用次数: 21

摘要

Acylase I was used to catalyze the enantioselective butanolysis of trimethyl 2- [(carboxymethyl) oxy] succinate (E= 30) and N-carboxymethylaspartate (E= 9) exclusively at the most sterically hindered of the three ester groups (the position α to the asymmetric centre). Gram-scale resolution allowed the preparation of the less reactive trimethyl (S)-2- [(carboxymethyl) oxy] succinate (96% ee), that of the (R)-butyldimethyl regioisomer (78% ...