Branch-selective allylic C-H carboxylation of terminal alkenes by pd/sox catalyst

Hiroki Kondo; Feng Yu; Junichiro Yamaguchi; Guosheng Liu; Kenichiro Itami

doi:10.1021/ol5019135

Branch-selective allylic C-H carboxylation of terminal alkenes by pd/sox catalyst

Hiroki Kondo, Feng Yu, Junichiro Yamaguchi, Guosheng Liu^*, Kenichiro Itami

^*Corresponding author for this work

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

56 Citations (Scopus)

Abstract

A ligand-controlled branch-selective allylic C-H carboxylation through Pd catalysis is described. The developed catalytic system, which consists of Pd(OAc)₂, sulfoxide-oxazoline (sox) as a ligand and benzoquinone as an oxidant, couples terminal alkenes and carboxylic acids to furnish the corresponding branched allylic esters with high regioselectivity.

Original language	English
Pages (from-to)	4212-4215
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	16
DOIs	https://doi.org/10.1021/ol5019135
Publication status	Published - 2014 Aug 15
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol5019135

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title = "Branch-selective allylic C-H carboxylation of terminal alkenes by pd/sox catalyst",

abstract = "A ligand-controlled branch-selective allylic C-H carboxylation through Pd catalysis is described. The developed catalytic system, which consists of Pd(OAc)2, sulfoxide-oxazoline (sox) as a ligand and benzoquinone as an oxidant, couples terminal alkenes and carboxylic acids to furnish the corresponding branched allylic esters with high regioselectivity.",

author = "Hiroki Kondo and Feng Yu and Junichiro Yamaguchi and Guosheng Liu and Kenichiro Itami",

year = "2014",

month = aug,

day = "15",

doi = "10.1021/ol5019135",

language = "English",

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journal = "Organic Letters",

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TY - JOUR

T1 - Branch-selective allylic C-H carboxylation of terminal alkenes by pd/sox catalyst

AU - Kondo, Hiroki

AU - Yu, Feng

AU - Yamaguchi, Junichiro

AU - Liu, Guosheng

AU - Itami, Kenichiro

PY - 2014/8/15

Y1 - 2014/8/15

N2 - A ligand-controlled branch-selective allylic C-H carboxylation through Pd catalysis is described. The developed catalytic system, which consists of Pd(OAc)2, sulfoxide-oxazoline (sox) as a ligand and benzoquinone as an oxidant, couples terminal alkenes and carboxylic acids to furnish the corresponding branched allylic esters with high regioselectivity.

AB - A ligand-controlled branch-selective allylic C-H carboxylation through Pd catalysis is described. The developed catalytic system, which consists of Pd(OAc)2, sulfoxide-oxazoline (sox) as a ligand and benzoquinone as an oxidant, couples terminal alkenes and carboxylic acids to furnish the corresponding branched allylic esters with high regioselectivity.

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U2 - 10.1021/ol5019135

DO - 10.1021/ol5019135

M3 - Article

C2 - 25068764

AN - SCOPUS:84906220532

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JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

Branch-selective allylic C-H carboxylation of terminal alkenes by pd/sox catalyst

Abstract

ASJC Scopus subject areas

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