Synthesis of the tricyclic core of 5α-capnellenols using asymmetric Heck reaction-carbanion capture process

Wataru Itano, Takashi Ohshima, Masakatsu Shibasaki

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

The tricyclic core of 5α-capnellenols was synthesized using an asymmetric Heck reaction-carbanion capture process and an intramolecular nitrile oxide cycloaddition as key ring construction steps. Moreover, the desired C5-α-OH product was obtained through a retroaldol and aldol epimerization process of the C5-β-OH tricyclic compound.

Original languageEnglish
Pages (from-to)3053-3056
Number of pages4
JournalSynlett
Issue number18
DOIs
Publication statusPublished - Nov 3 2006
Externally publishedYes

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Nitriles
Cycloaddition
Oxides
3-hydroxybutanal

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Synthesis of the tricyclic core of 5α-capnellenols using asymmetric Heck reaction-carbanion capture process. / Itano, Wataru; Ohshima, Takashi; Shibasaki, Masakatsu.

In: Synlett, No. 18, 03.11.2006, p. 3053-3056.

Research output: Contribution to journalArticle

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