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A total synthesis of the epoxyquinone natural product cytosporin D

Vannada, Jagadeshwar, Niehues, Lennart, König, Burkhard and Mehta, Goverdhan (2013) A total synthesis of the epoxyquinone natural product cytosporin D. Tetrahedron 69, pp. 6034-6040.

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Abstract

A synthesis of epoxyquinone natural product cytosporin D from the readily available DielseAlder adduct of cyclopentadiene and 2-prenyl-p-benzoquinone, has been accomplished. This approach leverages the stereochemical predisposition of the norbornyl-fused systems towards convex face reactivity as an enabler
for the stereoselective construction of the pyran ring.


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Item type:Article
Date:2013
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Projects:Indigo
Identification Number:
ValueType
10.1016/j.tet.2013.05.075DOI
Keywords:Epoxyquinone natural products;Diels-Alder reaction; Stereoselective reduction; Wittig olefination; Oxycylization
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Item ID:28375
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