An Improvement of the Palladium-Catalyzed [4+2] Cycloaddition of o -(Silylmethyl)benzyl Carbonates with Alkenes

Yushu Jin; Kentaro Ishizuka; Ryoichi Kuwano

doi:10.1055/s-0034-1379014

An Improvement of the Palladium-Catalyzed [4+2] Cycloaddition of o -(Silylmethyl)benzyl Carbonates with Alkenes

Yushu Jin, Kentaro Ishizuka, Ryoichi Kuwano

Multidisciplinary chemistry

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

1 Citation (Scopus)

Abstract

The palladium complex, which is generated in situ from Pd(η ³-C₃H₅)Cp and tris(4-methoxy-3,5-dimethylphenyl)phosphine, catalyzed the [4+2] cycloaddition of o-(silylmethyl)benzyl carbonates with alkenes. The reaction of the benzyl esters with methyl crotonate gave methyl 3-methyltetralin-2-carboxylate in 84% yield with 2% catalyst loading.

Original language	English
Article number	st-2014-u0511-l
Pages (from-to)	2488-2492
Number of pages	5
Journal	Synlett
Volume	25
Issue number	17
DOIs	https://doi.org/10.1055/s-0034-1379014
Publication status	Published - Oct 22 2014

All Science Journal Classification (ASJC) codes

Organic Chemistry

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PY - 2014/10/22

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AB - The palladium complex, which is generated in situ from Pd(η 3-C3H5)Cp and tris(4-methoxy-3,5-dimethylphenyl)phosphine, catalyzed the [4+2] cycloaddition of o-(silylmethyl)benzyl carbonates with alkenes. The reaction of the benzyl esters with methyl crotonate gave methyl 3-methyltetralin-2-carboxylate in 84% yield with 2% catalyst loading.

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An Improvement of the Palladium-Catalyzed [4+2] Cycloaddition of o -(Silylmethyl)benzyl Carbonates with Alkenes

Abstract

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