4.5 Article

A Formal Total Synthesis of (+)-Frondosin A

期刊

ASIAN JOURNAL OF ORGANIC CHEMISTRY
卷 6, 期 11, 页码 1594-1597

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201700367

关键词

cycloaddition; frondosin; natural products; oxidopyrylium; total synthesis

资金

  1. Marine Biotechnology Program - Ministry of Land, Transport and Maritime Affairs of Korea

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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.

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