Enantioselective synthesis of the fully functionalized ABC ring of zoanthenol

Naoki Sugano, Yuuki Koizumi, Go Hirai, Hiroki Oguri, Shoji Kobayashi, Shuji Yamashita, Masahiro Hirama

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Zoanthenol, isolated from Zoanthus sp., possesses an extremely complex architecture including contiguous quaternary carbons. An enantioselective synthesis of the fully functionalized ABC-ring of zoanthenol has been achieved and is described herein. The key features of the synthesis are the enzymatic kinetic optical resolution and the Mizoroki-Heck/Simmons-Smith reaction strategy used to construct the congested asymmetric quaternary carbons.

Original languageEnglish
Pages (from-to)1549-1557
Number of pages9
JournalChemistry - An Asian Journal
Volume3
Issue number8-9
DOIs
Publication statusPublished - Sep 1 2008
Externally publishedYes

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Carbon
Kinetics
zoanthenol

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Organic Chemistry

Cite this

Sugano, N., Koizumi, Y., Hirai, G., Oguri, H., Kobayashi, S., Yamashita, S., & Hirama, M. (2008). Enantioselective synthesis of the fully functionalized ABC ring of zoanthenol. Chemistry - An Asian Journal, 3(8-9), 1549-1557. https://doi.org/10.1002/asia.200800079

Enantioselective synthesis of the fully functionalized ABC ring of zoanthenol. / Sugano, Naoki; Koizumi, Yuuki; Hirai, Go; Oguri, Hiroki; Kobayashi, Shoji; Yamashita, Shuji; Hirama, Masahiro.

In: Chemistry - An Asian Journal, Vol. 3, No. 8-9, 01.09.2008, p. 1549-1557.

Research output: Contribution to journalArticle

Sugano, N, Koizumi, Y, Hirai, G, Oguri, H, Kobayashi, S, Yamashita, S & Hirama, M 2008, 'Enantioselective synthesis of the fully functionalized ABC ring of zoanthenol', Chemistry - An Asian Journal, vol. 3, no. 8-9, pp. 1549-1557. https://doi.org/10.1002/asia.200800079
Sugano, Naoki ; Koizumi, Yuuki ; Hirai, Go ; Oguri, Hiroki ; Kobayashi, Shoji ; Yamashita, Shuji ; Hirama, Masahiro. / Enantioselective synthesis of the fully functionalized ABC ring of zoanthenol. In: Chemistry - An Asian Journal. 2008 ; Vol. 3, No. 8-9. pp. 1549-1557.
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