Approach to highly enantiopure β-amino acid esters by using lipase catalysis in organic media

LT Kanerva, P Csomós, O Sundholm, G Bernáth…

Index: Kanerva, Liisa T.; Csomos, Peter; Sundholm, Oskari; Bernath, Gabor; Fueloep, Ferenc Tetrahedron Asymmetry, 1996 , vol. 7, # 6 p. 1705 - 1716

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Citation Number: 98

Abstract

Ethyl esters of ten alicyclic β-aminocarboxylic acids were resolved by lipase catalysis in organic solvents. The resolution was based on acylation of the amino group at the R- stereogenic centre with various 2, 2, 2-trifluoroethyl esters. An increase in the hydrophobic nature of the acyl donor enhanced the enantioselectivity and reactivity in the case of lipase SP 526 from Candida antarctica, while the opposite effect was observed with lipase PS ...