NEW ASYMMETRIC SYNTHESES OF (-)-ISOIRIDOMYRMECIN AND (-LOGANIN AGLUCON 6-ACETATE UTILIZING C-2-SYMMETRICAL DIMETHYL -BICYCLO[3.3.0]OCTA-2,6-DIENE-2,6-DICARBOXYLATE())

Authors
NODE M ARAKI M TANAKA H NAKAMURA D INOUE T NISHIDE K
Citation
M. Node et al., NEW ASYMMETRIC SYNTHESES OF (-)-ISOIRIDOMYRMECIN AND (-LOGANIN AGLUCON 6-ACETATE UTILIZING C-2-SYMMETRICAL DIMETHYL -BICYCLO[3.3.0]OCTA-2,6-DIENE-2,6-DICARBOXYLATE()), Chemical and Pharmaceutical Bulletin, 46(4), 1998, pp. 736-738
Citations number
22
Categorie Soggetti
Chemistry Medicinal",Chemistry,"Pharmacology & Pharmacy
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
46
Issue
4
Year of publication
1998
Pages
736 - 738
Database
ISI
SICI code
0009-2363(1998)46:4<736:NASO(A>2.0.ZU;2-H
Abstract
The first asymmetric synthesis of (-)-isoiridomyrmecin and formal synt hesis of (-)-loganin were done using chiral C-2-symmetric building blo ck dimethyl cis-bicyclo[3.3.0]octa-2,6-diene-2,6-dicarboxylate (2) whi ch was prepared by the lipase-catalyzed asymmetric demethoxycarbonylat ion of tetramethyl cis-bicyclo-[3.3.0]octane-2,4,6,8-tetracarboxylate (1).