Construction of fused, bridged, and spiro bicyclic skeletons via nickel-catalyzed intramolecular cyclization of cyclic 1,3-dienes and a tethered aldehyde

Ming Chang P. Yeh; Jong Hao Liang; Yi Lin Jiang; Ming Shan Tsai

doi:10.1016/S0040-4020(03)00512-X

Construction of fused, bridged, and spiro bicyclic skeletons via nickel-catalyzed intramolecular cyclization of cyclic 1,3-dienes and a tethered aldehyde

Ming Chang P. Yeh^*, Jong Hao Liang, Yi Lin Jiang, Ming Shan Tsai

^*Corresponding author for this work

Department of Chemistry

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

11 Citations (Scopus)

Abstract

Nickel-catalyzed intramolecular cyclization of cyclohexa-1,3-dienes and an aldehyde in a chain produced fused, bridged or spiro bicyclic skeletons depending on the length of the tether. This chemistry can be extended to cyclohepta-1,3-dienes and cyclohepta-1,3,5-trienes having an aldehyde moiety on the side chain.

Original language	English
Pages (from-to)	3409-3415
Number of pages	7
Journal	Tetrahedron
Volume	59
Issue number	19
DOIs	https://doi.org/10.1016/S0040-4020(03)00512-X
Publication status	Published - 2003 May 5

Keywords

Cyclic 1,3-dienes
Fused, bridged, and spiro carbobicycles
Nickel
Stereoselectivity

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4020(03)00512-X

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title = "Construction of fused, bridged, and spiro bicyclic skeletons via nickel-catalyzed intramolecular cyclization of cyclic 1,3-dienes and a tethered aldehyde",

abstract = "Nickel-catalyzed intramolecular cyclization of cyclohexa-1,3-dienes and an aldehyde in a chain produced fused, bridged or spiro bicyclic skeletons depending on the length of the tether. This chemistry can be extended to cyclohepta-1,3-dienes and cyclohepta-1,3,5-trienes having an aldehyde moiety on the side chain.",

keywords = "Cyclic 1,3-dienes, Fused, bridged, and spiro carbobicycles, Nickel, Stereoselectivity",

author = "Yeh, {Ming Chang P.} and Liang, {Jong Hao} and Jiang, {Yi Lin} and Tsai, {Ming Shan}",

note = "Funding Information: This work was supported by grants from National Taiwan Normal University (ORD 92-2) and the National Science Council (NSC 90-2113-M-003-008).",

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doi = "10.1016/S0040-4020(03)00512-X",

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T1 - Construction of fused, bridged, and spiro bicyclic skeletons via nickel-catalyzed intramolecular cyclization of cyclic 1,3-dienes and a tethered aldehyde

AU - Yeh, Ming Chang P.

AU - Liang, Jong Hao

AU - Jiang, Yi Lin

AU - Tsai, Ming Shan

N1 - Funding Information: This work was supported by grants from National Taiwan Normal University (ORD 92-2) and the National Science Council (NSC 90-2113-M-003-008).

PY - 2003/5/5

Y1 - 2003/5/5

N2 - Nickel-catalyzed intramolecular cyclization of cyclohexa-1,3-dienes and an aldehyde in a chain produced fused, bridged or spiro bicyclic skeletons depending on the length of the tether. This chemistry can be extended to cyclohepta-1,3-dienes and cyclohepta-1,3,5-trienes having an aldehyde moiety on the side chain.

AB - Nickel-catalyzed intramolecular cyclization of cyclohexa-1,3-dienes and an aldehyde in a chain produced fused, bridged or spiro bicyclic skeletons depending on the length of the tether. This chemistry can be extended to cyclohepta-1,3-dienes and cyclohepta-1,3,5-trienes having an aldehyde moiety on the side chain.

KW - Cyclic 1,3-dienes

KW - Fused, bridged, and spiro carbobicycles

KW - Nickel

KW - Stereoselectivity

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ER -

Construction of fused, bridged, and spiro bicyclic skeletons via nickel-catalyzed intramolecular cyclization of cyclic 1,3-dienes and a tethered aldehyde

Abstract

Keywords

ASJC Scopus subject areas

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