Facile synthesis of (-)-6-acetoxy-5-hexadecanolide by organocatalytic -oxygenation-allylation-RCM strategy

Youngju Park, Jinsung Tae

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

An asymmetric total synthesis of (-)-6-acetoxy-5-hexadecanolide has been accomplished by employing a seven-step sequence. Asymmetric α- benzoyloxylation of dodecanal followed by indium-mediated one-pot allylation produces the anti-1,2-diol. The six-membered lactone ring is constructed by RCM reaction.

Original languageEnglish
Article numberF11910SS
Pages (from-to)3627-3630
Number of pages4
JournalSynthesis
Issue number21
DOIs
Publication statusPublished - 2010 Nov 1

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Allylation
Indium
Oxygenation
Lactones
6-acetoxy-5-hexadecanolide

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

Cite this

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abstract = "An asymmetric total synthesis of (-)-6-acetoxy-5-hexadecanolide has been accomplished by employing a seven-step sequence. Asymmetric α- benzoyloxylation of dodecanal followed by indium-mediated one-pot allylation produces the anti-1,2-diol. The six-membered lactone ring is constructed by RCM reaction.",
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Facile synthesis of (-)-6-acetoxy-5-hexadecanolide by organocatalytic -oxygenation-allylation-RCM strategy. / Park, Youngju; Tae, Jinsung.

In: Synthesis, No. 21, F11910SS, 01.11.2010, p. 3627-3630.

Research output: Contribution to journalArticle

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