Copper-mediated direct C(sp3)-H and C(sp2)-H acetoxylation

Zhen Wang; Yoichiro Kuninobu; Motomu Kanai

doi:10.1021/ol5022542

Copper-mediated direct C(sp³)-H and C(sp²)-H acetoxylation

Zhen Wang, Yoichiro Kuninobu, Motomu Kanai

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

105 Citations (Scopus)

Abstract

A copper-mediated terminal position-selective C-(sp³)-H acetoxylation using a bidentate directing group and AgOAc as an oxidant was achieved. This reaction has high functional group tolerance and is not affected by steric hindrance. The reaction proceeds in excellent yield, even in gram scale, and the directing group can be removed after the reaction. Aromatic C(sp²)-H acetoxylation also proceeded under similar reaction conditions.

Original language	English
Pages (from-to)	4790-4793
Number of pages	4
Journal	Organic letters
Volume	16
Issue number	18
DOIs	https://doi.org/10.1021/ol5022542
Publication status	Published - Sept 19 2014
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol5022542

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abstract = "A copper-mediated terminal position-selective C-(sp3)-H acetoxylation using a bidentate directing group and AgOAc as an oxidant was achieved. This reaction has high functional group tolerance and is not affected by steric hindrance. The reaction proceeds in excellent yield, even in gram scale, and the directing group can be removed after the reaction. Aromatic C(sp2)-H acetoxylation also proceeded under similar reaction conditions.",

author = "Zhen Wang and Yoichiro Kuninobu and Motomu Kanai",

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year = "2014",

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AU - Wang, Zhen

AU - Kuninobu, Yoichiro

AU - Kanai, Motomu

PY - 2014/9/19

Y1 - 2014/9/19

N2 - A copper-mediated terminal position-selective C-(sp3)-H acetoxylation using a bidentate directing group and AgOAc as an oxidant was achieved. This reaction has high functional group tolerance and is not affected by steric hindrance. The reaction proceeds in excellent yield, even in gram scale, and the directing group can be removed after the reaction. Aromatic C(sp2)-H acetoxylation also proceeded under similar reaction conditions.

AB - A copper-mediated terminal position-selective C-(sp3)-H acetoxylation using a bidentate directing group and AgOAc as an oxidant was achieved. This reaction has high functional group tolerance and is not affected by steric hindrance. The reaction proceeds in excellent yield, even in gram scale, and the directing group can be removed after the reaction. Aromatic C(sp2)-H acetoxylation also proceeded under similar reaction conditions.

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JO - Organic letters

JF - Organic letters

IS - 18

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Copper-mediated direct C(sp³)-H and C(sp²)-H acetoxylation

Abstract

All Science Journal Classification (ASJC) codes

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