Lewis acid mediated intermolecular vinylsilylation of alkynes

Naoki Asao; Kazuyuki Nabatame; Yoshinori Yamamoto

doi:10.1246/cl.2001.982

Lewis acid mediated intermolecular vinylsilylation of alkynes

Naoki Asao, Kazuyuki Nabatame, Yoshinori Yamamoto

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

7 Citations (Scopus)

Abstract

Intermolecular vinylsilylation of the alkynes 1b-c, having an alkoxy group at the homopropargylic position, with the vinylsilane 2 proceeded in the presence of AlBr₃ to give the corresponding dienylsilanes 3b-c in moderate to good yields. In contrast, no product was obtained in the reaction of 1-octyne. The AlBr₃ mediated vinylsilylation of the phenylacetylene 9c, bearing methoxy group at the ortho position, also proceeded in good yield.

Original language	English
Pages (from-to)	982-983
Number of pages	2
Journal	Chemistry Letters
Issue number	10
DOIs	https://doi.org/10.1246/cl.2001.982
Publication status	Published - 2001 Jan 1

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.2001.982

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abstract = "Intermolecular vinylsilylation of the alkynes 1b-c, having an alkoxy group at the homopropargylic position, with the vinylsilane 2 proceeded in the presence of AlBr3 to give the corresponding dienylsilanes 3b-c in moderate to good yields. In contrast, no product was obtained in the reaction of 1-octyne. The AlBr3 mediated vinylsilylation of the phenylacetylene 9c, bearing methoxy group at the ortho position, also proceeded in good yield.",

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year = "2001",

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doi = "10.1246/cl.2001.982",

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AU - Asao, Naoki

AU - Nabatame, Kazuyuki

AU - Yamamoto, Yoshinori

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N2 - Intermolecular vinylsilylation of the alkynes 1b-c, having an alkoxy group at the homopropargylic position, with the vinylsilane 2 proceeded in the presence of AlBr3 to give the corresponding dienylsilanes 3b-c in moderate to good yields. In contrast, no product was obtained in the reaction of 1-octyne. The AlBr3 mediated vinylsilylation of the phenylacetylene 9c, bearing methoxy group at the ortho position, also proceeded in good yield.

AB - Intermolecular vinylsilylation of the alkynes 1b-c, having an alkoxy group at the homopropargylic position, with the vinylsilane 2 proceeded in the presence of AlBr3 to give the corresponding dienylsilanes 3b-c in moderate to good yields. In contrast, no product was obtained in the reaction of 1-octyne. The AlBr3 mediated vinylsilylation of the phenylacetylene 9c, bearing methoxy group at the ortho position, also proceeded in good yield.

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Lewis acid mediated intermolecular vinylsilylation of alkynes

Abstract

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