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Preliminary feasibility studies on total synthesis of the unusual marine bryozoan alkaloids chartellamide A and B

โœ Scribed by Joanne L Pinder; Steven M Weinreb

Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
298 KB
Volume
44
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

A strategy for synthesis of the chartellamide marine alkaloids has been tested in a model, leading to the polycyclic ring system of the natural product, but which unfortunately does not provide the requisite C-9,20 relative stereochemistry.

๐Ÿ“œ SIMILAR VOLUMES

Model studies on total synthesis of the
Model studies on total synthesis of the chartellines, spirocyclic ฮฒ-lactam alkaloids from a marine bryozoan
โœ Xichen Lin; Steven M Weinreb ๐Ÿ“‚ Article ๐Ÿ“… 2001 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 66 KB

A chartelline alkaloid model system containing a spirocyclic b-lactam moiety and a,b-unsaturated imine has been constructed from isatin using a Staudinger imine-ketene cycloaddition and an addition to an N-activated g-lactam as key steps.