Studies on the biomimetic synthesis of the manzamine alkaloids

Authors
Baldwin, JE Claridge, TDW Culshaw, AJ Heupel, FA Lee, V Spring, DR Whitehead, RC
Citation
Je. Baldwin et al., Studies on the biomimetic synthesis of the manzamine alkaloids, CHEM-EUR J, 5(11), 1999, pp. 3154-3161
Citations number
63
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY-A EUROPEAN JOURNAL
ISSN journal
09476539 → ACNP
Volume
5
Issue
11
Year of publication
1999
Pages
3154 - 3161
Database
ISI
SICI code
0947-6539(199911)5:11<3154:SOTBSO>2.0.ZU;2-4
Abstract
The biomimetic synthesis of the manzamine-related alkaloid keramaphidin B i s described. The key intramolecular Diels-Alder reaction proposed in the Ba ldwin and Whitehead hypothesis is demonstrated. An investigation of the mod ified biomimetic hypothesis proposed by Marazano et al. is also reported. F inally an alternative synthesis of keramaphidin B by Grubbs methathesis is presented.