Total synthesis of (+)-clavilactone A and (-)-clavilactone B by ring-opening/ring-closing metathesis

Kenichi Takao, Ryuki Nanamiya, Yuuki Fukushima, Ayumi Namba, Keisuke Yoshida, Kin Ichi Tadano

Research output: Contribution to journalArticle

35 Citations (Scopus)

Abstract

The enantioselective total synthesis of natural enantiomers of clavilactones A and B has been achieved. A key feature of the synthesis is the use of a ring-opening/ring-closing metathesis, which allows the one-pot transformation of a strained cyclobutenecarboxylate into a γ-butenolide.

Original languageEnglish
Pages (from-to)5582-5585
Number of pages4
JournalOrganic Letters
Volume15
Issue number21
DOIs
Publication statusPublished - 2013 Nov 1

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metathesis
closing
Enantiomers
rings
enantiomers
synthesis
clavilactone B
clavilactone A
butenolide

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Total synthesis of (+)-clavilactone A and (-)-clavilactone B by ring-opening/ring-closing metathesis. / Takao, Kenichi; Nanamiya, Ryuki; Fukushima, Yuuki; Namba, Ayumi; Yoshida, Keisuke; Tadano, Kin Ichi.

In: Organic Letters, Vol. 15, No. 21, 01.11.2013, p. 5582-5585.

Research output: Contribution to journalArticle

Takao, K, Nanamiya, R, Fukushima, Y, Namba, A, Yoshida, K & Tadano, KI 2013, 'Total synthesis of (+)-clavilactone A and (-)-clavilactone B by ring-opening/ring-closing metathesis', Organic Letters, vol. 15, no. 21, pp. 5582-5585. https://doi.org/10.1021/ol4027842
Takao, Kenichi ; Nanamiya, Ryuki ; Fukushima, Yuuki ; Namba, Ayumi ; Yoshida, Keisuke ; Tadano, Kin Ichi. / Total synthesis of (+)-clavilactone A and (-)-clavilactone B by ring-opening/ring-closing metathesis. In: Organic Letters. 2013 ; Vol. 15, No. 21. pp. 5582-5585.
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