ASYMMETRIC-SYNTHESIS OF (-)-(1R,2S)-CISPENTACIN AND RELATED CIS-2-AMINO AND TRANS-2-AMINO CYCLOLPENTANE-1-CARBOXYLIC AND CYCLOHEXANE-1-CARBOXYLIC ACIDS

Authors
DAVIES SG ICHIHARA O LENOIR I WALTERS IAS
Citation
Sg. Davies et al., ASYMMETRIC-SYNTHESIS OF (-)-(1R,2S)-CISPENTACIN AND RELATED CIS-2-AMINO AND TRANS-2-AMINO CYCLOLPENTANE-1-CARBOXYLIC AND CYCLOHEXANE-1-CARBOXYLIC ACIDS, Journal of the Chemical Society. Perkin transactions. I, (11), 1994, pp. 1411-1415
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
11
Year of publication
1994
Pages
1411 - 1415
Database
ISI
SICI code
0300-922X(1994):11<1411:AO(ARC>2.0.ZU;2-7
Abstract
The antifungal antibiotic (-)-(1R,2S)-2-aminocyclopentane-1-carboxylic acid (cispentacin) 8 and its cyclohexane homologue 14 have been prepa red utilizing the highly stereoselective conjugate addition of homochi ral lithium N-benzyl-N-alpha-methylbenzylamide 5. The corresponding tr ans-beta-amino acids 10 and 16 were also prepared via the selective ep imerization of the cis-beta-amino ester conjugate addition products.