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

doi:10.1021/jo301764g

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

化學系

研究成果: 雜誌貢獻 › 文章 › 同行評審

15 引文斯高帕斯（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
卷	77
發行號	21
DOIs	https://doi.org/10.1021/jo301764g
出版狀態	已發佈 - 2012 十一月 2

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo301764g

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引用此

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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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