Total Synthesis of Bacterial 5-(3-Indolyl)oxazole Alkaloids: Pimprinols A–C

Autor: Tímea Szabó, Róbert Kormány, András Dancsó, Balázs Volk, Mátyás Milen
Jazyk: angličtina
Rok vydání: 2019
Předmět:
Zdroj: SynOpen, Vol 03, Iss 04, Pp 148-156 (2019)
Druh dokumentu: article
ISSN: 2509-9396
DOI: 10.1055/s-0039-1690336
Popis: Abstract Pimprinols A, B, and C are bacterial 5-(3-indolyl)oxazole alkaloids that have been isolated from Streptomyces sp. Lv3–13. In this paper, we report a new synthesis of pimprinol A and the first total synthesis of pimprinol B and pimprinol C. In addition, antipodes of the naturally occurring pimprinols A and C, as well as the racemates of these two alkaloids were also prepared. In the pivotal step, the 1,3-oxazole ring was constructed by a Nicolaou’s modified Robinson–Gabriel cyclization.
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