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

doi:10.1021/ol802878t

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

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

11 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 language	English
Pages (from-to)	1673-1675
Number of pages	3
Journal	Organic Letters
Volume	11
Issue number	8
DOIs	https://doi.org/10.1021/ol802878t
Publication status	Published - 2009 Apr 16

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol802878t

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

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.",

author = "Hsieh, {Min Tsang} and Chou, {Ho Hsuan} and Liu, {Hsing Jang} and Wu, {Huang Min} and Ly, {Tai Wei} and Wu, {Yen Ku} and Shia, {Kak Shan}",

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AU - Hsieh, Min Tsang

AU - Chou, Ho Hsuan

AU - Liu, Hsing Jang

AU - Wu, Huang Min

AU - Ly, Tai Wei

AU - Wu, Yen Ku

AU - Shia, Kak Shan

PY - 2009/4/16

Y1 - 2009/4/16

N2 - 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.

AB - 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.

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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

Abstract

All Science Journal Classification (ASJC) codes

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