Rhodium-catalyzed asymmetric coupling reaction of allylic ethers with arylboronic acids

Hiroyoshi Kiuchi; Dai Takahashi; Kenji Funaki; Tetsuo Sato; Shuichi Oi

doi:10.1021/ol3019902

Rhodium-catalyzed asymmetric coupling reaction of allylic ethers with arylboronic acids

Hiroyoshi Kiuchi, Dai Takahashi, Kenji Funaki, Tetsuo Sato, Shuichi Oi

Environment Conservation Center

Tohoku University

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

22 Citations (Scopus)

Abstract

An asymmetric allylic substitution of simple allylic ethers with arylboronic acids in the presence of a rhodium(I)/(R)-DTBM-SEGPHOS catalyst has been developed. The reactions proceeded smoothly at room temperature to give the corresponding branch products with excellent regioselectivities and good to excellent enantioselectivities.

Original language	English
Pages (from-to)	4502-4505
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	17
DOIs	https://doi.org/10.1021/ol3019902
Publication status	Published - 2012 Sept 7

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title = "Rhodium-catalyzed asymmetric coupling reaction of allylic ethers with arylboronic acids",

abstract = "An asymmetric allylic substitution of simple allylic ethers with arylboronic acids in the presence of a rhodium(I)/(R)-DTBM-SEGPHOS catalyst has been developed. The reactions proceeded smoothly at room temperature to give the corresponding branch products with excellent regioselectivities and good to excellent enantioselectivities.",

author = "Hiroyoshi Kiuchi and Dai Takahashi and Kenji Funaki and Tetsuo Sato and Shuichi Oi",

year = "2012",

month = sep,

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doi = "10.1021/ol3019902",

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journal = "Organic Letters",

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T1 - Rhodium-catalyzed asymmetric coupling reaction of allylic ethers with arylboronic acids

AU - Kiuchi, Hiroyoshi

AU - Takahashi, Dai

AU - Funaki, Kenji

AU - Sato, Tetsuo

AU - Oi, Shuichi

PY - 2012/9/7

Y1 - 2012/9/7

N2 - An asymmetric allylic substitution of simple allylic ethers with arylboronic acids in the presence of a rhodium(I)/(R)-DTBM-SEGPHOS catalyst has been developed. The reactions proceeded smoothly at room temperature to give the corresponding branch products with excellent regioselectivities and good to excellent enantioselectivities.

AB - An asymmetric allylic substitution of simple allylic ethers with arylboronic acids in the presence of a rhodium(I)/(R)-DTBM-SEGPHOS catalyst has been developed. The reactions proceeded smoothly at room temperature to give the corresponding branch products with excellent regioselectivities and good to excellent enantioselectivities.

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U2 - 10.1021/ol3019902

DO - 10.1021/ol3019902

M3 - Article

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VL - 14

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JO - Organic Letters

JF - Organic Letters

IS - 17

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Rhodium-catalyzed asymmetric coupling reaction of allylic ethers with arylboronic acids

Abstract

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