A Formal Total Synthesis of (+)-Frondosin A

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An enantio-and stereoselective formal total synthesis of (+)-frondosin A was accomplished through an oxidopyrylium-ion-mediated [5+2] cycloaddition reaction. The cycloaddition reaction provided not only an efficient way of constructing the frondosin skeleton but also facial discrimination through an ether bridge for complete control of relative stereochemistry of the substituents in frondosin A.
Publisher
WILEY-V C H VERLAG GMBH
Issue Date
2017-11
Language
English
Article Type
Article
Keywords

SESQUITERPENE HYDROQUINONE DERIVATIVES; 5+2 CYCLOADDITION; ASYMMETRIC-SYNTHESIS; KINETIC RESOLUTION; OXIDOPYRYLIUM IONS; ORGANIC-SYNTHESIS; (-)-FRONDOSIN B; FRONDOSIN-B; INTERLEUKIN-8; ANGIOGENESIS

Citation

ASIAN JOURNAL OF ORGANIC CHEMISTRY, v.6, no.11, pp.1594 - 1597

ISSN
2193-5807
DOI
10.1002/ajoc.201700367
URI
http://hdl.handle.net/10203/239491
Appears in Collection
CH-Journal Papers(저널논문)
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