Article
Discoveries from the abyss: The abyssomicins and their total synthesis
Synthesis
(2009)
Abstract
Abyssomicin C is a recently discovered antibiotic with
promising antibacterial activity, high structural complexity, and a
novel mechanism of action. We give an account of our abyssomicin
campaign and some of the discoveries that were borne of our total
synthesis efforts, including a new Lewis acid templated Diels–
Alder reaction, the previously undescribed atrop-abyssomicin C, a
facile Brønsted acid-catalyzed isomerization of abyssomicin C, and
clarification of the likely biosynthetic origin of abyssomicin D.
Keywords
- antibiotics,
- atropisomerism,
- Diels-Alder reactions,
- metathesis,
- total synthesis
Disciplines
Publication Date
2009
DOI
10.1055/s-0028-1083259
Publisher Statement
This article is from Synthesis 1 (2009): 33, doi:10.1055/s-0028-1083259. Posted with permission.
Citation Information
K.C. Nicolaou, Scott T. Harrison and Jason Chen. "Discoveries from the abyss: The abyssomicins and their total synthesis" Synthesis Vol. 1 (2009) p. 33 - 42 Available at: http://works.bepress.com/jason-shih-hao-chen/5/