Organic synthesis in solid media. Silica gel as an effective and reusable medium for the selective allylation of aldehydes with tetraallyltin

Yong Zhi Jin; Noriyuki Yasuda; Hiroshi Furuno; Junji Inanaga

doi:10.1016/j.tetlet.2003.09.181

Organic synthesis in solid media. Silica gel as an effective and reusable medium for the selective allylation of aldehydes with tetraallyltin

Yong Zhi Jin, Noriyuki Yasuda, Hiroshi Furuno, Junji Inanaga

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

26 Citations (Scopus)

Abstract

Wet silica gel promotes the chemoselective and almost complete allylation of aldehydes with 0.25-0.30 molar equivalents of tetraallyltin without an organic solvent, leaving no organotin compounds, requiring neither extraction nor chromatographic separation after the reaction, and enabling the repeated use of the silica gel.

Original language	English
Pages (from-to)	8765-8768
Number of pages	4
Journal	Tetrahedron Letters
Volume	44
Issue number	49
DOIs	https://doi.org/10.1016/j.tetlet.2003.09.181
Publication status	Published - Dec 1 2003

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2003.09.181

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title = "Organic synthesis in solid media. Silica gel as an effective and reusable medium for the selective allylation of aldehydes with tetraallyltin",

abstract = "Wet silica gel promotes the chemoselective and almost complete allylation of aldehydes with 0.25-0.30 molar equivalents of tetraallyltin without an organic solvent, leaving no organotin compounds, requiring neither extraction nor chromatographic separation after the reaction, and enabling the repeated use of the silica gel.",

author = "Jin, {Yong Zhi} and Noriyuki Yasuda and Hiroshi Furuno and Junji Inanaga",

note = "Funding Information: This work was supported by a Grant-in-Aid for Exploratory Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan, and also by the Kyushu University P&P Programs {\textquoteleft}Green Chemistry{\textquoteright} (to J.I.).",

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doi = "10.1016/j.tetlet.2003.09.181",

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T1 - Organic synthesis in solid media. Silica gel as an effective and reusable medium for the selective allylation of aldehydes with tetraallyltin

AU - Jin, Yong Zhi

AU - Yasuda, Noriyuki

AU - Furuno, Hiroshi

AU - Inanaga, Junji

N1 - Funding Information: This work was supported by a Grant-in-Aid for Exploratory Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan, and also by the Kyushu University P&P Programs ‘Green Chemistry’ (to J.I.).

PY - 2003/12/1

Y1 - 2003/12/1

N2 - Wet silica gel promotes the chemoselective and almost complete allylation of aldehydes with 0.25-0.30 molar equivalents of tetraallyltin without an organic solvent, leaving no organotin compounds, requiring neither extraction nor chromatographic separation after the reaction, and enabling the repeated use of the silica gel.

AB - Wet silica gel promotes the chemoselective and almost complete allylation of aldehydes with 0.25-0.30 molar equivalents of tetraallyltin without an organic solvent, leaving no organotin compounds, requiring neither extraction nor chromatographic separation after the reaction, and enabling the repeated use of the silica gel.

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DO - 10.1016/j.tetlet.2003.09.181

M3 - Article

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 49

ER -

Organic synthesis in solid media. Silica gel as an effective and reusable medium for the selective allylation of aldehydes with tetraallyltin

Abstract

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