Consecutive carbon-carbon bond formation via the π-allylpalladium variant of the Heck reaction

Christine S. Nylund; John M. Klopp; Steven M. Weinreb

doi:10.1016/S0040-4039(00)73335-1

Consecutive carbon-carbon bond formation via the π-allylpalladium variant of the Heck reaction

Christine S. Nylund, John M. Klopp, Steven M. Weinreb

Chemistry

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28 Scopus citations

Abstract

Two CC bonds are readily formed by nucleophilic addition of stabilized carbanions to the π-allylpalladium intermediate regioselectively produced by the Heck reaction of a vinyl bromide and an unactivated olefin. An intramolecular version of this condensation gives functionalized carbobicyclic compounds as products.

Original language	English (US)
Pages (from-to)	4287-4290
Number of pages	4
Journal	Tetrahedron Letters
Volume	35
Issue number	25
DOIs	https://doi.org/10.1016/S0040-4039(00)73335-1
State	Published - Jun 20 1994

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)73335-1

Cite this

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title = "Consecutive carbon-carbon bond formation via the π-allylpalladium variant of the Heck reaction",

abstract = "Two CC bonds are readily formed by nucleophilic addition of stabilized carbanions to the π-allylpalladium intermediate regioselectively produced by the Heck reaction of a vinyl bromide and an unactivated olefin. An intramolecular version of this condensation gives functionalized carbobicyclic compounds as products.",

author = "Nylund, \{Christine S.\} and Klopp, \{John M.\} and Weinreb, \{Steven M.\}",

year = "1994",

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language = "English (US)",

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journal = "Tetrahedron Letters",

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AU - Nylund, Christine S.

AU - Klopp, John M.

AU - Weinreb, Steven M.

PY - 1994/6/20

Y1 - 1994/6/20

N2 - Two CC bonds are readily formed by nucleophilic addition of stabilized carbanions to the π-allylpalladium intermediate regioselectively produced by the Heck reaction of a vinyl bromide and an unactivated olefin. An intramolecular version of this condensation gives functionalized carbobicyclic compounds as products.

AB - Two CC bonds are readily formed by nucleophilic addition of stabilized carbanions to the π-allylpalladium intermediate regioselectively produced by the Heck reaction of a vinyl bromide and an unactivated olefin. An intramolecular version of this condensation gives functionalized carbobicyclic compounds as products.

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U2 - 10.1016/S0040-4039(00)73335-1

DO - 10.1016/S0040-4039(00)73335-1

M3 - Article

AN - SCOPUS:0028357920

SN - 0040-4039

VL - 35

SP - 4287

EP - 4290

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 25

ER -

Consecutive carbon-carbon bond formation via the π-allylpalladium variant of the Heck reaction

Abstract

All Science Journal Classification (ASJC) codes

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