A new approach to 4-aryl-1,3-butanediols by cobalt-catalyzed sequential radical cyclization-arylation reaction of silicon-tethered 6-iodo-1-hexene derivatives

Hidenori Someya; Azusa Kondoh; Akinori Sato; Hirohisa Ohmiya; Hideki Yorimitsu; Koichiro Oshima

doi:10.1055/s-2006-951508

A new approach to 4-aryl-1,3-butanediols by cobalt-catalyzed sequential radical cyclization-arylation reaction of silicon-tethered 6-iodo-1-hexene derivatives

Hidenori Someya, Azusa Kondoh, Akinori Sato, Hirohisa Ohmiya, Hideki Yorimitsu, Koichiro Oshima

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

21 Citations (Scopus)

Abstract

Treatment of 6-iodo-4-oxa-3-sila-1-hexene derivatives with arylmagnesium bromide in the presence of a catalytic amount of a cobalt-diamine complex in THF afforded the corresponding benzyl-substituted oxasilacyclopentanes in good yield. The products were converted to 4-aryl-1,3-diols after Tamao-Fleming oxidation.

Original language	English
Pages (from-to)	3061-3064
Number of pages	4
Journal	Synlett
Issue number	18
DOIs	https://doi.org/10.1055/s-2006-951508
Publication status	Published - 2006 Nov 3
Externally published	Yes

Keywords

1,3-diols
Arylation
Cobalt
Radical reaction
Silicon

ASJC Scopus subject areas

Organic Chemistry

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A new approach to 4-aryl-1,3-butanediols by cobalt-catalyzed sequential radical cyclization-arylation reaction of silicon-tethered 6-iodo-1-hexene derivatives. / Someya, Hidenori; Kondoh, Azusa; Sato, Akinori; Ohmiya, Hirohisa; Yorimitsu, Hideki; Oshima, Koichiro.

In: Synlett, No. 18, 03.11.2006, p. 3061-3064.

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

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abstract = "Treatment of 6-iodo-4-oxa-3-sila-1-hexene derivatives with arylmagnesium bromide in the presence of a catalytic amount of a cobalt-diamine complex in THF afforded the corresponding benzyl-substituted oxasilacyclopentanes in good yield. The products were converted to 4-aryl-1,3-diols after Tamao-Fleming oxidation.",

keywords = "1,3-diols, Arylation, Cobalt, Radical reaction, Silicon",

author = "Hidenori Someya and Azusa Kondoh and Akinori Sato and Hirohisa Ohmiya and Hideki Yorimitsu and Koichiro Oshima",

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AU - Kondoh, Azusa

AU - Sato, Akinori

AU - Ohmiya, Hirohisa

AU - Yorimitsu, Hideki

AU - Oshima, Koichiro

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AB - Treatment of 6-iodo-4-oxa-3-sila-1-hexene derivatives with arylmagnesium bromide in the presence of a catalytic amount of a cobalt-diamine complex in THF afforded the corresponding benzyl-substituted oxasilacyclopentanes in good yield. The products were converted to 4-aryl-1,3-diols after Tamao-Fleming oxidation.

KW - 1,3-diols

KW - Arylation

KW - Cobalt

KW - Radical reaction

KW - Silicon

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A new approach to 4-aryl-1,3-butanediols by cobalt-catalyzed sequential radical cyclization-arylation reaction of silicon-tethered 6-iodo-1-hexene derivatives

Abstract

Keywords

ASJC Scopus subject areas

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