Palladium-catalyzed formal [4+2] cycloaddtion of o-xylylenes with olefins

Ryoichi Kuwano; Takenori Shige

doi:10.1021/ja070012l

Palladium-catalyzed formal [4+2] cycloaddtion of o-xylylenes with olefins

Ryoichi Kuwano, Takenori Shige

Multidisciplinary chemistry

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

33 Citations (Scopus)

Abstract

o-(Silylmethyl)benzylic carbonates reacted with various conjugated olefins in the presence of the palladium catalyst, which was generated in situ from Pd(η³-C₃H₅)Cp and 1,2-bis(diphenylphosphino)ethane (DPPE). The reaction provided 2- and/or 3-substituted tetralins in good yield. The catalytic reaction described here is equivalent to the [4+2] cycloaddition of o-xylylenes with dienophiles.

Original language	English
Pages (from-to)	3802-3803
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	129
Issue number	13
DOIs	https://doi.org/10.1021/ja070012l
Publication status	Published - Apr 4 2007

All Science Journal Classification (ASJC) codes

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja070012l

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abstract = "o-(Silylmethyl)benzylic carbonates reacted with various conjugated olefins in the presence of the palladium catalyst, which was generated in situ from Pd(η3-C3H5)Cp and 1,2-bis(diphenylphosphino)ethane (DPPE). The reaction provided 2- and/or 3-substituted tetralins in good yield. The catalytic reaction described here is equivalent to the [4+2] cycloaddition of o-xylylenes with dienophiles.",

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N2 - o-(Silylmethyl)benzylic carbonates reacted with various conjugated olefins in the presence of the palladium catalyst, which was generated in situ from Pd(η3-C3H5)Cp and 1,2-bis(diphenylphosphino)ethane (DPPE). The reaction provided 2- and/or 3-substituted tetralins in good yield. The catalytic reaction described here is equivalent to the [4+2] cycloaddition of o-xylylenes with dienophiles.

AB - o-(Silylmethyl)benzylic carbonates reacted with various conjugated olefins in the presence of the palladium catalyst, which was generated in situ from Pd(η3-C3H5)Cp and 1,2-bis(diphenylphosphino)ethane (DPPE). The reaction provided 2- and/or 3-substituted tetralins in good yield. The catalytic reaction described here is equivalent to the [4+2] cycloaddition of o-xylylenes with dienophiles.

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Palladium-catalyzed formal [4+2] cycloaddtion of o-xylylenes with olefins

Abstract

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