NEW ENANTIODIVERGENT PROCEDURE FOR THE SYNTHESES OF CHIRAL ALPHA-SUBSTITUTED SERINES FROM ALPHA-ALKYL-ALPHA-AMINOMALONATES UTILIZING ENZYMATIC-HYDROLYSIS

Authors
SANO S HAYASHI K MIWA T ISHII T FUJII M MIMA H NAGAO Y
Citation
S. Sano et al., NEW ENANTIODIVERGENT PROCEDURE FOR THE SYNTHESES OF CHIRAL ALPHA-SUBSTITUTED SERINES FROM ALPHA-ALKYL-ALPHA-AMINOMALONATES UTILIZING ENZYMATIC-HYDROLYSIS, Tetrahedron letters, 39(31), 1998, pp. 5571-5574
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
31
Year of publication
1998
Pages
5571 - 5574
Database
ISI
SICI code
0040-4039(1998)39:31<5571:NEPFTS>2.0.ZU;2-O
Abstract
Porcine liver eaterase (PLE)- or rabbit liver eaterase (RLE)-catalyzed hydrolysis of the pro-S eater group of diethyl alpha-alkyl-alpha -(be nzyloxycarbonylamino)malonate s 2a-e afforded (R)-ethyl alpha-alkyl-al pha -(benzyloxycarbonylamino)malonates 3a-e each in excellent enantiom eric excess. Enantiodivergent reductions of these acid eaters 3a-e rea dily furnished both the corresponding enantiomeric alpha-substituted s erines (R)- and (S)-5a-c. (C) 1998 Elsevier Science Ltd. All rights re served.