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

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

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

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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.}",

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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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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 25

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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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