Efficient metal-catalyzed direct benzylation and allylic alkylation of 2,4-pentanediones

Magnus Rueping; Boris J. Nachtsheim; Alexander Kuenkel

doi:10.1021/ol063048b

Efficient metal-catalyzed direct benzylation and allylic alkylation of 2,4-pentanediones

Magnus Rueping^*, Boris J. Nachtsheim, Alexander Kuenkel

^*Corresponding author for this work

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

156 Scopus citations

Abstract

(Chemical Equation Presented) A highly effective metal-catalyzed benzylation and allylic alkylation of 2,4-pentanediones has been developed. This new bismuth-catalyzed direct carbon-carbon bond forming reaction provides the corresponding monoalkylated dicarbonyl compounds in high yields after short reaction times using the lowest amounts of catalyst (1 mol %) and the free alcohol. In addition, a new route to substituted indenes is presented.

Original language	English (US)
Pages (from-to)	825-828
Number of pages	4
Journal	Organic Letters
Volume	9
Issue number	5
DOIs	https://doi.org/10.1021/ol063048b
State	Published - Mar 1 2007
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol063048b

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title = "Efficient metal-catalyzed direct benzylation and allylic alkylation of 2,4-pentanediones",

abstract = "(Chemical Equation Presented) A highly effective metal-catalyzed benzylation and allylic alkylation of 2,4-pentanediones has been developed. This new bismuth-catalyzed direct carbon-carbon bond forming reaction provides the corresponding monoalkylated dicarbonyl compounds in high yields after short reaction times using the lowest amounts of catalyst (1 mol %) and the free alcohol. In addition, a new route to substituted indenes is presented.",

author = "Magnus Rueping and Nachtsheim, {Boris J.} and Alexander Kuenkel",

year = "2007",

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day = "1",

doi = "10.1021/ol063048b",

language = "English (US)",

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journal = "Organic Letters",

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T1 - Efficient metal-catalyzed direct benzylation and allylic alkylation of 2,4-pentanediones

AU - Rueping, Magnus

AU - Nachtsheim, Boris J.

AU - Kuenkel, Alexander

PY - 2007/3/1

Y1 - 2007/3/1

N2 - (Chemical Equation Presented) A highly effective metal-catalyzed benzylation and allylic alkylation of 2,4-pentanediones has been developed. This new bismuth-catalyzed direct carbon-carbon bond forming reaction provides the corresponding monoalkylated dicarbonyl compounds in high yields after short reaction times using the lowest amounts of catalyst (1 mol %) and the free alcohol. In addition, a new route to substituted indenes is presented.

AB - (Chemical Equation Presented) A highly effective metal-catalyzed benzylation and allylic alkylation of 2,4-pentanediones has been developed. This new bismuth-catalyzed direct carbon-carbon bond forming reaction provides the corresponding monoalkylated dicarbonyl compounds in high yields after short reaction times using the lowest amounts of catalyst (1 mol %) and the free alcohol. In addition, a new route to substituted indenes is presented.

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U2 - 10.1021/ol063048b

DO - 10.1021/ol063048b

M3 - Article

C2 - 17263542

AN - SCOPUS:33947182489

SN - 1523-7060

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SP - 825

EP - 828

JO - Organic Letters

JF - Organic Letters

IS - 5

ER -

Efficient metal-catalyzed direct benzylation and allylic alkylation of 2,4-pentanediones

Abstract

ASJC Scopus subject areas

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