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- W4229946319 abstract "(2S,3S)-3-methyl- and 3-isopropylaspartic acids were synthesized by bioconversion of the corresponding alkylfumarates (mesaconate and 3-isopropylfumarate) using β-methylaspartase from cell-free extracts of Clostridium tetanomorphum. Optically pure (2S,3S)-3-alkylaspartic acids were transformed in several steps to benzyl (3S,4R)-3-alkylmalolactonates without any racemization of the two chiral centers. These optically active α,β-substituted-β-lactones were polymerized by anionic ring opening polymerization yielding optically active semi-crystalline polyesters. 13C NMR analysis of poly[benzyl β-3-isopropylmalate] in CDCl3 has shown that only the iso-type stereosequence is present in the polymer, indicating that the macromolecular chain is constituted by the only units of benzyl β-(2S,3S)-3-isopropylmalate monomer. The polymerization reaction was done without any racemization of the two stereogenic centers as in the case of benzyl (3S,4R)-3-methylmalolactonate. © 1996 Wiley-Liss, Inc." @default.
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- W4229946319 date "1996-01-01" @default.
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- W4229946319 title "Enantiospecific enzymatic preparation of (2S,3S)‐3‐alkylaspartic acids of current interest in the synthesis of stereoregular poly[β‐(2S,3S)‐3‐alkylmalic acids] as new optically active functional polyesters" @default.
- W4229946319 doi "https://doi.org/10.1002/(sici)1520-636x(1996)8:4<300::aid-chir2>3.3.co;2-7" @default.
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