First enantioselective total synthesis of both (+)- and (-)-metachromin A

Authors
Bruggemann, M Holst, C Hoppe, D
Citation
M. Bruggemann et al., First enantioselective total synthesis of both (+)- and (-)-metachromin A, EUR J ORG C, (4), 2001, pp. 647-654
Citations number
57
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
4
Year of publication
2001
Pages
647 - 654
Database
ISI
SICI code
1434-193X(200102):4<647:FETSOB>2.0.ZU;2-C
Abstract
The antineoplastic agent (-)-metachromin A (1) from Hippospongia metachromi a has been synthesized in enantiomerically pure form in 13% overall yield. A general convergent synthetic strategy for different metachromins using a 2-alkyloxy-3-sulfonyl-1,3-oxazolidine as a chiral dithienium equivalent is presented.