Total Synthesis of Biselide E, a Marine Polyketide

Ichiro Hayakawa, Kazuaki Suzuki, Masami Okamura, Shota Funakubo, Yuto Onozaki, Dai Kawamura, Takayuki Ohyoshi, Hideo Kigoshi

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

The total synthesis of biselide E, a marine polyketide isolated from the Okinawan ascidian, has been accomplished. The highlight of this approach is the use of the β-elimination reaction of the chloroacetoxy group for the construction of an unstable six-membered α,β,γ,δ-unsaturated lactone portion at the late stage of the total synthesis.

Original languageEnglish
Pages (from-to)5713-5716
Number of pages4
JournalOrganic Letters
Volume19
Issue number20
DOIs
Publication statusPublished - Oct 20 2017

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Polyketides
Urochordata
Lactones
synthesis
elimination

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Hayakawa, I., Suzuki, K., Okamura, M., Funakubo, S., Onozaki, Y., Kawamura, D., ... Kigoshi, H. (2017). Total Synthesis of Biselide E, a Marine Polyketide. Organic Letters, 19(20), 5713-5716. https://doi.org/10.1021/acs.orglett.7b03009

Total Synthesis of Biselide E, a Marine Polyketide. / Hayakawa, Ichiro; Suzuki, Kazuaki; Okamura, Masami; Funakubo, Shota; Onozaki, Yuto; Kawamura, Dai; Ohyoshi, Takayuki; Kigoshi, Hideo.

In: Organic Letters, Vol. 19, No. 20, 20.10.2017, p. 5713-5716.

Research output: Contribution to journalArticle

Hayakawa, I, Suzuki, K, Okamura, M, Funakubo, S, Onozaki, Y, Kawamura, D, Ohyoshi, T & Kigoshi, H 2017, 'Total Synthesis of Biselide E, a Marine Polyketide', Organic Letters, vol. 19, no. 20, pp. 5713-5716. https://doi.org/10.1021/acs.orglett.7b03009
Hayakawa I, Suzuki K, Okamura M, Funakubo S, Onozaki Y, Kawamura D et al. Total Synthesis of Biselide E, a Marine Polyketide. Organic Letters. 2017 Oct 20;19(20):5713-5716. https://doi.org/10.1021/acs.orglett.7b03009
Hayakawa, Ichiro ; Suzuki, Kazuaki ; Okamura, Masami ; Funakubo, Shota ; Onozaki, Yuto ; Kawamura, Dai ; Ohyoshi, Takayuki ; Kigoshi, Hideo. / Total Synthesis of Biselide E, a Marine Polyketide. In: Organic Letters. 2017 ; Vol. 19, No. 20. pp. 5713-5716.
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