Direct Syntheses of Polyfused Ring Systems by Intramolecular Tandem Palladium-Ene/Heck Insertion Reactions

Wolfgang Oppolzer; Robert J. DeVita

doi:10.1021/jo00022a004

Direct Syntheses of Polyfused Ring Systems by Intramolecular Tandem Palladium-Ene/Heck Insertion Reactions

Wolfgang Oppolzer, Robert J. DeVita

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45 Scopus citations

Abstract

The Pd(0)-catalyzed polycyclizations 1 → 3 + 4, 5 → 9 and 6 → 10 are described. The stereospecifity of these transformations is ascribed to an intramolecular suprafacial “palladium-ene” process followed by one to two “Heck-insertions” proceeding with retention of configuration at the metalated carbon.

Original language	English
Pages (from-to)	6256-6257
Number of pages	2
Journal	Journal of Organic Chemistry
Volume	56
Issue number	22
DOIs	https://doi.org/10.1021/jo00022a004
State	Published - 1 Oct 1991
Externally published	Yes

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title = "Direct Syntheses of Polyfused Ring Systems by Intramolecular Tandem Palladium-Ene/Heck Insertion Reactions",

abstract = "The Pd(0)-catalyzed polycyclizations 1 → 3 + 4, 5 → 9 and 6 → 10 are described. The stereospecifity of these transformations is ascribed to an intramolecular suprafacial “palladium-ene” process followed by one to two “Heck-insertions” proceeding with retention of configuration at the metalated carbon.",

author = "Wolfgang Oppolzer and DeVita, {Robert J.}",

year = "1991",

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AU - Oppolzer, Wolfgang

AU - DeVita, Robert J.

PY - 1991/10/1

Y1 - 1991/10/1

N2 - The Pd(0)-catalyzed polycyclizations 1 → 3 + 4, 5 → 9 and 6 → 10 are described. The stereospecifity of these transformations is ascribed to an intramolecular suprafacial “palladium-ene” process followed by one to two “Heck-insertions” proceeding with retention of configuration at the metalated carbon.

AB - The Pd(0)-catalyzed polycyclizations 1 → 3 + 4, 5 → 9 and 6 → 10 are described. The stereospecifity of these transformations is ascribed to an intramolecular suprafacial “palladium-ene” process followed by one to two “Heck-insertions” proceeding with retention of configuration at the metalated carbon.

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U2 - 10.1021/jo00022a004

DO - 10.1021/jo00022a004

M3 - Article

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SN - 0022-3263

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SP - 6256

EP - 6257

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 22

ER -

Direct Syntheses of Polyfused Ring Systems by Intramolecular Tandem Palladium-Ene/Heck Insertion Reactions

Abstract

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