Cross coupling between sp 3-carbon and sp 3-carbon using a diborylmethane derivative at room temperature

Kohei Endo; Takahiro Ohkubo; Takafumi Ishioka; Takanori Shibata

doi:10.1021/jo3004293

Cross coupling between sp ³-carbon and sp ³-carbon using a diborylmethane derivative at room temperature

Kohei Endo^*, Takahiro Ohkubo, Takafumi Ishioka, Takanori Shibata

^*Corresponding author for this work

School of Advanced Science and Engineering

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

89 Citations (Scopus)

Abstract

A novel example of the Suzuki-Miyaura cross-coupling reaction between sp ³-carbon and sp ³-carbon is described. The reaction of a diborylmethane derivative with allyl halides or benzyl halides proceeded efficiently in the presence of appropriate Pd-catalysts at room temperature. The present approaches provide functionalized homoallylboronates and alkylboronates with excellent regio- and chemoselectivities.

Original language	English
Pages (from-to)	4826-4831
Number of pages	6
Journal	Journal of Organic Chemistry
Volume	77
Issue number	10
DOIs	https://doi.org/10.1021/jo3004293
Publication status	Published - 2012 May 18

ASJC Scopus subject areas

Organic Chemistry

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title = "Cross coupling between sp 3-carbon and sp 3-carbon using a diborylmethane derivative at room temperature",

abstract = "A novel example of the Suzuki-Miyaura cross-coupling reaction between sp 3-carbon and sp 3-carbon is described. The reaction of a diborylmethane derivative with allyl halides or benzyl halides proceeded efficiently in the presence of appropriate Pd-catalysts at room temperature. The present approaches provide functionalized homoallylboronates and alkylboronates with excellent regio- and chemoselectivities.",

author = "Kohei Endo and Takahiro Ohkubo and Takafumi Ishioka and Takanori Shibata",

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T1 - Cross coupling between sp 3-carbon and sp 3-carbon using a diborylmethane derivative at room temperature

AU - Endo, Kohei

AU - Ohkubo, Takahiro

AU - Ishioka, Takafumi

AU - Shibata, Takanori

PY - 2012/5/18

Y1 - 2012/5/18

N2 - A novel example of the Suzuki-Miyaura cross-coupling reaction between sp 3-carbon and sp 3-carbon is described. The reaction of a diborylmethane derivative with allyl halides or benzyl halides proceeded efficiently in the presence of appropriate Pd-catalysts at room temperature. The present approaches provide functionalized homoallylboronates and alkylboronates with excellent regio- and chemoselectivities.

AB - A novel example of the Suzuki-Miyaura cross-coupling reaction between sp 3-carbon and sp 3-carbon is described. The reaction of a diborylmethane derivative with allyl halides or benzyl halides proceeded efficiently in the presence of appropriate Pd-catalysts at room temperature. The present approaches provide functionalized homoallylboronates and alkylboronates with excellent regio- and chemoselectivities.

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Cross coupling between sp ³-carbon and sp ³-carbon using a diborylmethane derivative at room temperature

Abstract

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