New enantiodivergent procedure for the syntheses of chiral α-substituted serines from α-alkyl-α-aminomalonates utilizing enzymatic hydrolysis

被引：33

作者：

Sano, S ^{[1
]}

Hayashi, K ^{[1
]}

Miwa, T ^{[1
]}

Ishii, T ^{[1
]}

Fujii, M ^{[1
]}

Mima, H ^{[1
]}

Nagao, Y ^{[1
]}

机构：

[1] Univ Tokushima, Fac Pharmaceut Sci, Tokushima 7708505, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 31期

关键词：

amino acids and derivatives; asymmetric synthesis; enzymes and enzyme reactions; reduction;

D O I：

10.1016/S0040-4039(98)01123-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Porcine liver eaterase (PLE)- or rabbit liver eaterase (RLE)-catalyzed hydrolysis of the pro-S eater group of diethyl alpha-alkyl-alpha -(benzyloxycarbonylamino)malonate s 2a-e afforded (R)-ethyl alpha-alkyl-alpha -(benzyloxycarbonylamino)malonates 3a-e each in excellent enantiomeric excess. Enantiodivergent reductions of these acid eaters 3a-e readily furnished both the corresponding enantiomeric alpha-substituted serines (R)- and (S)-5a-c. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：5571 / 5574

页数：4

共 13 条

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