Marine Toxins with Spiroimine Rings: Total Synthesis of Pinnatoxin A

• Published in: European Journal of Organic Chemistry Vol. 2010; no. 30; pp. 5743 - 5765
• Main Authors: Beaumont, Stéphane, Ilardi, Elizabeth A., Tappin, Nicholas D. C., Zakarian, Armen
• Format: Book Review Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.10.2010; WILEY‐VCH Verlag; Wiley-VCH
• Subjects: Chemistry; Exact sciences and technology; Heterocyclic compounds; Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives; Marine toxins; Natural products; Organic chemistry; Pinnatoxin; Preparations and properties; Spiro compounds; Spiroimine natural products; Total synthesis; Sigmatropic reaction; Diels Alder addition; Pinnatoxin; Natural compound; Imine; Oxygen heterocycle; Spiroimine natural products; Spiran; Total synthesis; Marine environment; Toxin; Marine toxins; Cyclic compound; Natural products; Acetalization; Claisen rearrangement; Chemical synthesis; Spiro compounds
• ISSN: 1434-193X; 1099-0690
• DOI: 10.1002/ejoc.201000842

This microreview provides a compilation of synthetic approaches and total syntheses of pinnatoxin A in a survey of the literature up to early 2010. Pinnatoxin A is the first discovered and representative member of a fascinating group of potent marine toxins that share a spiroimine subunit as a unifying structural element. This microreview provides a compilation of synthetic approaches and total syntheses of pinnatoxin A, a single representative member of a fascinating group of potent marine toxins that share a spiroimine subunit as a unifying structural element. The literature is surveyed up to early 2010.