ENANTIOSELECTIVE PREPARATION OF (2R,3R)-(-2,3-EPOXY-2-METHYLBUTANOIC AND (2S,3S)-(-)-2,3-EPOXY-2-METHYLBUTANOIC ACIDS AND SOME DERIVATIVES())

Authors
TORRESVALENCIA JM CERDAGARCIAROJAS CM JOSEPHNATHAN P
Citation
Jm. Torresvalencia et al., ENANTIOSELECTIVE PREPARATION OF (2R,3R)-(-2,3-EPOXY-2-METHYLBUTANOIC AND (2S,3S)-(-)-2,3-EPOXY-2-METHYLBUTANOIC ACIDS AND SOME DERIVATIVES()), Tetrahedron : asymmetry, 9(5), 1998, pp. 757-764
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
5
Year of publication
1998
Pages
757 - 764
Database
ISI
SICI code
0957-4166(1998)9:5<757:EPO(A>2.0.ZU;2-L
Abstract
(2R,3R)-(+)- and (2S,3S)-(-)-2,3-epoxy-2-methylbutanoic acids (epoxyan gelic acids) were prepared from (Z)-2-methyl-2-butenoic acid using the Sharpless asymmetric epoxidation method in combination with the use o f(-)and (+)-menthol as chiral auxiliaries. Both substances, obtained i n high enantiomeric excess, were characterized by spectroscopic and op tical activity data. Their absolute configuration was determined by co rrelation with (R)-(+)-2-methyl-1,2-butanediol. (C) 1998 Elsevier Scie nce Ltd. All rights reserved.