Radical addition of silanes to alkenes followed by oxidation

Matthew J. Palframan; Andrew F. Parsons; Paul Johnson

doi:10.1055/s-0031-1289568

Radical addition of silanes to alkenes followed by oxidation

Matthew J. Palframan, Andrew F. Parsons^*, Paul Johnson

^*Corresponding author for this work

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

Abstract

Phenyldimethylsilane and trichlorosilane are shown to undergo efficient radical hydrosilylation reactions, on reaction with various alkenes, using triethylborane as the initiator. Adducts from the trichlorosilane reactions can be oxidised to afford alcohols in good yields. This two-step process leads to the anti-Markovnikov hydration of alkenes.

Original language	English
Article number	D28811ST
Pages (from-to)	2811-2814
Number of pages	4
Journal	Synlett
Issue number	19
DOIs	https://doi.org/10.1055/s-0031-1289568
Publication status	Published - 2011

Keywords

-silane
addition reaction
alcohol
alkene
radical reaction

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10.1055/s-0031-1289568

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title = "Radical addition of silanes to alkenes followed by oxidation",

abstract = "Phenyldimethylsilane and trichlorosilane are shown to undergo efficient radical hydrosilylation reactions, on reaction with various alkenes, using triethylborane as the initiator. Adducts from the trichlorosilane reactions can be oxidised to afford alcohols in good yields. This two-step process leads to the anti-Markovnikov hydration of alkenes.",

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AU - Palframan, Matthew J.

AU - Parsons, Andrew F.

AU - Johnson, Paul

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N2 - Phenyldimethylsilane and trichlorosilane are shown to undergo efficient radical hydrosilylation reactions, on reaction with various alkenes, using triethylborane as the initiator. Adducts from the trichlorosilane reactions can be oxidised to afford alcohols in good yields. This two-step process leads to the anti-Markovnikov hydration of alkenes.

AB - Phenyldimethylsilane and trichlorosilane are shown to undergo efficient radical hydrosilylation reactions, on reaction with various alkenes, using triethylborane as the initiator. Adducts from the trichlorosilane reactions can be oxidised to afford alcohols in good yields. This two-step process leads to the anti-Markovnikov hydration of alkenes.

KW - -silane

KW - addition reaction

KW - alcohol

KW - alkene

KW - radical reaction

UR - http://www.scopus.com/inward/record.url?scp=81855207290&partnerID=8YFLogxK

U2 - 10.1055/s-0031-1289568

DO - 10.1055/s-0031-1289568

M3 - Article

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EP - 2814

JO - Synlett

JF - Synlett

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M1 - D28811ST

ER -

Radical addition of silanes to alkenes followed by oxidation

Abstract

Keywords

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