Polyene cyclization promoted by the cross-conjugated α-carbalkoxy cyclohexenone system. An unusual 1,2-hydride shift under lewis acid catalysis

Min Tsang Hsieh, Ho-Hsuan Chou, Hsing Jang Liu, Huang Min Wu, Tai Wei Ly, Yen Ku Wu, Kak Shan Shia

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Polyene cyclization of the titled compounds under catalysis with AICI 3/SnCI 4 gave rise to the corresponding polycycllc products, many of which were structurally highly unexpected, and thus, Individual X-ray analysis was required to finalize the structural Identification. Mechanistically, an unusual 1,2-hydride shift is proposed to elucidate the product formation.

Original languageEnglish
Pages (from-to)1673-1675
Number of pages3
JournalOrganic Letters
Volume11
Issue number8
DOIs
Publication statusPublished - 2009 Apr 16

Fingerprint

Polyenes
Lewis Acids
Cyclization
X ray analysis
Catalysis
Hydrides
hydrides
catalysis
X-Rays
acids
shift
products
x rays

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Hsieh, Min Tsang ; Chou, Ho-Hsuan ; Liu, Hsing Jang ; Wu, Huang Min ; Ly, Tai Wei ; Wu, Yen Ku ; Shia, Kak Shan. / Polyene cyclization promoted by the cross-conjugated α-carbalkoxy cyclohexenone system. An unusual 1,2-hydride shift under lewis acid catalysis. In: Organic Letters. 2009 ; Vol. 11, No. 8. pp. 1673-1675.
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Polyene cyclization promoted by the cross-conjugated α-carbalkoxy cyclohexenone system. An unusual 1,2-hydride shift under lewis acid catalysis. / Hsieh, Min Tsang; Chou, Ho-Hsuan; Liu, Hsing Jang; Wu, Huang Min; Ly, Tai Wei; Wu, Yen Ku; Shia, Kak Shan.

In: Organic Letters, Vol. 11, No. 8, 16.04.2009, p. 1673-1675.

Research output: Contribution to journalArticle

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AU - Wu, Huang Min

AU - Ly, Tai Wei

AU - Wu, Yen Ku

AU - Shia, Kak Shan

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