Nucleophilic phosphine-catalyzed iodocyclization of isoprenoids bearing an oxygen terminal group

Akira Sakakura, Gakujun Shomi, Atsushi Ukai, Kazuaki Ishihara

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

The nucleophilic phosphine-catalyzed diastereoselective iodocyclization of linear isoprenoids bearing an oxygen terminal group was investigated. TBDMS ether of homogeraniol and TBDMS ester of homogeranic acid were successfully converted to the corresponding iodopolycyclic products in the presence of a catalytic amount of triphenylphosphine with complete diastereoselectivity.

Original languageEnglish
Pages (from-to)249-255
Number of pages7
JournalHeterocycles
Volume82
Issue number1
DOIs
Publication statusPublished - 2010
Externally publishedYes

Fingerprint

phosphine
Bearings (structural)
Terpenes
Ether
Esters
Oxygen
Acids
triphenylphosphine

ASJC Scopus subject areas

  • Analytical Chemistry
  • Organic Chemistry
  • Pharmacology

Cite this

Nucleophilic phosphine-catalyzed iodocyclization of isoprenoids bearing an oxygen terminal group. / Sakakura, Akira; Shomi, Gakujun; Ukai, Atsushi; Ishihara, Kazuaki.

In: Heterocycles, Vol. 82, No. 1, 2010, p. 249-255.

Research output: Contribution to journalArticle

Sakakura, Akira ; Shomi, Gakujun ; Ukai, Atsushi ; Ishihara, Kazuaki. / Nucleophilic phosphine-catalyzed iodocyclization of isoprenoids bearing an oxygen terminal group. In: Heterocycles. 2010 ; Vol. 82, No. 1. pp. 249-255.
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