Synthesis of 2-azaspiro[4.6]undec-7-enes from N -tosyl- N -(3-arylpropargyl)-tethered 3-methylcyclohex-2-en-1-ols

Ming-Chang P. Yeh, Chia Jung Liang, Chern Wei Fan, Wei Hang Chiu, Jun Yuan Lo

研究成果: 雜誌貢獻文章

15 引文 (Scopus)

摘要

The FeCl3-promoted synthesis of 2-azaspiro[4.6]undec-7-ene rings proceeds via ring expansion/cyclization/chlorination of N-tosyl-N-(3- arylpropargyl)-tethered 6-methylbicyclo[4.1.0]heptan-2-ols. This azaspirocyclic ring skeleton can also be obtained in one pot from the tert-butyldimethylsilyl- protected N-tosyl-N-(3-arylpropargyl)-tethered 3-methylcyclohex-2-en-1-ols and diethylzinc/diiodomethane.

原文英語
頁(從 - 到)9707-9717
頁數11
期刊Journal of Organic Chemistry
77
發行號21
DOIs
出版狀態已發佈 - 2012 十一月 2

指紋

Chlorination
Halogenation
Cyclization
Skeleton
methylene iodide
diethylzinc

ASJC Scopus subject areas

  • Organic Chemistry

引用此文

Synthesis of 2-azaspiro[4.6]undec-7-enes from N -tosyl- N -(3-arylpropargyl)-tethered 3-methylcyclohex-2-en-1-ols. / Yeh, Ming-Chang P.; Liang, Chia Jung; Fan, Chern Wei; Chiu, Wei Hang; Lo, Jun Yuan.

於: Journal of Organic Chemistry, 卷 77, 編號 21, 02.11.2012, p. 9707-9717.

研究成果: 雜誌貢獻文章

Yeh, Ming-Chang P. ; Liang, Chia Jung ; Fan, Chern Wei ; Chiu, Wei Hang ; Lo, Jun Yuan. / Synthesis of 2-azaspiro[4.6]undec-7-enes from N -tosyl- N -(3-arylpropargyl)-tethered 3-methylcyclohex-2-en-1-ols. 於: Journal of Organic Chemistry. 2012 ; 卷 77, 編號 21. 頁 9707-9717.
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abstract = "The FeCl3-promoted synthesis of 2-azaspiro[4.6]undec-7-ene rings proceeds via ring expansion/cyclization/chlorination of N-tosyl-N-(3- arylpropargyl)-tethered 6-methylbicyclo[4.1.0]heptan-2-ols. This azaspirocyclic ring skeleton can also be obtained in one pot from the tert-butyldimethylsilyl- protected N-tosyl-N-(3-arylpropargyl)-tethered 3-methylcyclohex-2-en-1-ols and diethylzinc/diiodomethane.",
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