Concise, biomimetic total synthesis of d,l-marcfortine C

A biomimetic total synthesis of the fungal metabolite marcfortine C utilizing an intramolecular Diels–Alder reaction is described. In addition, a key stereoselective oxaziridine-mediated oxidation/pinacol rearrangement of indole 24 was used to complete the total synthesis. [Display omitted]

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Bibliographic Details
Published in:Tetrahedron 2007-07, Vol.63 (27), p.6124-6130
Main Authors: Greshock, Thomas J., Grubbs, Alan W., Williams, Robert M.
Format: Article
Language:English
Subjects:
Azadiene
Diels–Alder
Indole
Marcfortine
Natural product
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Description
Summary:A biomimetic total synthesis of the fungal metabolite marcfortine C utilizing an intramolecular Diels–Alder reaction is described. In addition, a key stereoselective oxaziridine-mediated oxidation/pinacol rearrangement of indole 24 was used to complete the total synthesis. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2007.03.016