Acyclic Diastereocontrol and Asymmetric Transmission via Anionic Oxy-Cope Rearrangement

A Synthetic Application of Sequential [2,3]Wittig–Oxy-Cope Rearrangements

Shih Yi Wei, Katsuhiko Tomooka, Takeshi Nakai

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

The anionic oxy-Cope rearrangements of acyclic 1,5-dien-3-ols with the 3,4-erythro configuration established by the [2, 3]Wittig rearrangement are shown to provide a useful level of diastereoselection and asymmetric transmission in the context of a formal asymmetric synthesis of an insect pheromone.

Original languageEnglish
Pages (from-to)5973-5974
Number of pages2
JournalJournal of Organic Chemistry
Volume56
Issue number21
DOIs
Publication statusPublished - Oct 1 1991

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Pheromones

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

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abstract = "The anionic oxy-Cope rearrangements of acyclic 1,5-dien-3-ols with the 3,4-erythro configuration established by the [2, 3]Wittig rearrangement are shown to provide a useful level of diastereoselection and asymmetric transmission in the context of a formal asymmetric synthesis of an insect pheromone.",
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