A total synthesis of (+/-)-phomactin A


Autoria(s): Diaper, C.M.; Goldring, William; Pattenden, G.
Data(s)

21/11/2003

Resumo

A total synthesis of the PAF antagonist phomactin A (1), isolated from the marine fungus Phoma sp. is described. The synthesis is based on a Cr(II)/Ni(II) macrocyclisation from the aldehyde vinyl iodide 14, leading to the key phomactatrienol intermediate 16a, followed by elaboration of 16a to the epoxyketone 21, which undergoes spontaneous pyran and hemiacetal ring formation to 1 on deprotection with DDQ.

Identificador

http://pure.qub.ac.uk/portal/en/publications/a-total-synthesis-of-phomactin-a(0a906748-7535-4996-857f-85ba4eb8a32a).html

http://dx.doi.org/10.1039/b307986d

http://www.scopus.com/inward/record.url?scp=0345377530&partnerID=8YFLogxK

Idioma(s)

eng

Direitos

info:eu-repo/semantics/restrictedAccess

Fonte

Diaper , C M , Goldring , W & Pattenden , G 2003 , ' A total synthesis of (+/-)-phomactin A ' Organic and Biomolecular Chemistry , vol 1 , no. 22 , pp. 3949-3956 . DOI: 10.1039/b307986d

Palavras-Chave #/dk/atira/pure/subjectarea/asjc/1300 #Biochemistry, Genetics and Molecular Biology(all) #/dk/atira/pure/subjectarea/asjc/1600 #Chemistry(all)
Tipo

article