Carbonylative C-C Bond Activation of Electron-Poor Cyclopropanes: Rhodium‐Catalyzed (3+1+2) Cycloadditions of Cyclopropylamides

Andrew Dalling; Takayuki Yamauchi; Niall McCreanor; Lydia Cox; John Bower

doi:10.1002/anie.201811460

Carbonylative C-C Bond Activation of Electron-Poor Cyclopropanes: Rhodium‐Catalyzed (3+1+2) Cycloadditions of Cyclopropylamides

Andrew Dalling, Takayuki Yamauchi, Niall McCreanor, Lydia Cox, John Bower^*

^*Corresponding author for this work

Research output: Contribution to journal › Article (Academic Journal) › peer-review

19 Citations (Scopus)

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Abstract

Rh‐catalyzed carbonylative C−C bond activation of cyclopropylamides generates configurationally stable rhodacyclopentanones that engage tethered alkenes in (3+1+2) cycloadditions. These studies provide the first examples of multicomponent cycloadditions that proceed through C−C bond activation of “simple” electron poor cyclopropanes.

Original language	English
Pages (from-to)	221-225
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	58
Issue number	1
Early online date	29 Nov 2018
DOIs	https://doi.org/10.1002/anie.201811460
Publication status	Published - 2 Jan 2019

Structured keywords

BCS and TECS CDTs

Keywords

C−C activation
cycloaddition
cyclopropane
rhodium

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10.1002/anie.201811460

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title = "Carbonylative C-C Bond Activation of Electron-Poor Cyclopropanes: Rhodium‐Catalyzed (3+1+2) Cycloadditions of Cyclopropylamides",

abstract = "Rh‐catalyzed carbonylative C−C bond activation of cyclopropylamides generates configurationally stable rhodacyclopentanones that engage tethered alkenes in (3+1+2) cycloadditions. These studies provide the first examples of multicomponent cycloadditions that proceed through C−C bond activation of “simple” electron poor cyclopropanes.",

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Carbonylative C-C Bond Activation of Electron-Poor Cyclopropanes : Rhodium‐Catalyzed (3+1+2) Cycloadditions of Cyclopropylamides. / Dalling, Andrew; Yamauchi, Takayuki; McCreanor, Niall; Cox, Lydia; Bower, John.

In: Angewandte Chemie - International Edition, Vol. 58, No. 1, 02.01.2019, p. 221-225.

Research output: Contribution to journal › Article (Academic Journal) › peer-review

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AU - Dalling, Andrew

AU - Yamauchi, Takayuki

AU - McCreanor, Niall

AU - Cox, Lydia

AU - Bower, John

PY - 2019/1/2

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KW - C−C activation

KW - cycloaddition

KW - cyclopropane

KW - rhodium

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IS - 1

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Carbonylative C-C Bond Activation of Electron-Poor Cyclopropanes: Rhodium‐Catalyzed (3+1+2) Cycloadditions of Cyclopropylamides

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