Convergent total synthesis of (−)-dactylolide

Tokihiro Tanaka, Yuto Murai, Takayuki Kishi, Hiroyoshi Takamura, Isao Kadota

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

A convergent total synthesis of (−)-dactylolide is described. Constructing the 2,6-disubstituted exo-methylene THP moiety was achieved by the intramolecular allylation of α-acetoxy ether. The cyclization precursor was prepared from two segments, an alcohol and carboxylic acid derivatives, by esterification followed by reductive acetylation.

Original languageEnglish
Pages (from-to)763-766
Number of pages4
JournalTetrahedron Letters
Volume59
Issue number8
DOIs
Publication statusPublished - Feb 21 2018

Fingerprint

Allylation
Acetylation
Esterification
Cyclization
Carboxylic Acids
Ether
Alcohols
Derivatives
dactylolide

Keywords

  • Allylation
  • Convergent synthesis
  • Dactylolide
  • Macrolide
  • Reductive acetylation
  • Total synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Convergent total synthesis of (−)-dactylolide. / Tanaka, Tokihiro; Murai, Yuto; Kishi, Takayuki; Takamura, Hiroyoshi; Kadota, Isao.

In: Tetrahedron Letters, Vol. 59, No. 8, 21.02.2018, p. 763-766.

Research output: Contribution to journalArticle

Tanaka, Tokihiro ; Murai, Yuto ; Kishi, Takayuki ; Takamura, Hiroyoshi ; Kadota, Isao. / Convergent total synthesis of (−)-dactylolide. In: Tetrahedron Letters. 2018 ; Vol. 59, No. 8. pp. 763-766.
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