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

32 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

Access to Document

10.1021/ja070012l

Cite this

@article{2222d1c07f0241568fbfac9f58da3a99,

title = "Palladium-catalyzed formal [4+2] cycloaddtion of o-xylylenes with olefins",

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.",

author = "Ryoichi Kuwano and Takenori Shige",

year = "2007",

month = apr,

day = "4",

doi = "10.1021/ja070012l",

language = "English",

volume = "129",

pages = "3802--3803",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "13",

}

TY - JOUR

T1 - Palladium-catalyzed formal [4+2] cycloaddtion of o-xylylenes with olefins

AU - Kuwano, Ryoichi

AU - Shige, Takenori

PY - 2007/4/4

Y1 - 2007/4/4

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.

UR - http://www.scopus.com/inward/record.url?scp=34247124791&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=34247124791&partnerID=8YFLogxK

U2 - 10.1021/ja070012l

DO - 10.1021/ja070012l

M3 - Article

C2 - 17352480

AN - SCOPUS:34247124791

VL - 129

SP - 3802

EP - 3803

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 13

ER -

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

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this