Studies toward the total synthesis of the cytotoxic sponge alkaloid pyrinodemin A

Authors
Baldwin, JE Romeril, SP Lee, V Claridge, TDW
Citation
Je. Baldwin et al., Studies toward the total synthesis of the cytotoxic sponge alkaloid pyrinodemin A, ORG LETT, 3(8), 2001, pp. 1145-1148
Citations number
25
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
8
Year of publication
2001
Pages
1145 - 1148
Database
ISI
SICI code
1523-7060(20010419)3:8<1145:STTTSO>2.0.ZU;2-9
Abstract
The syntheses of the proposed structure of pyrinodemin A (1) and its cis do uble bond positional isomer (C15'-C16') in racemic form are described. The key reaction involved an intramolecular nitrone/double bond cycloaddition. Our results suggest that neither 1 nor its double positional isomer is the correct structure of pyrinodemin A.