Catalytic, Three-Component Assembly Reaction for the Synthesis of Pyrrolidines

Chris V. Galliford; Melissa A. Beenen; SonBinh Nguyen; Karl A Scheidt

doi:10.1021/ol035292y

Catalytic, Three-Component Assembly Reaction for the Synthesis of Pyrrolidines

Chris V. Galliford, Melissa A. Beenen, SonBinh Nguyen, Karl A Scheidt^*

^*Corresponding author for this work

Chemistry

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

60 Scopus citations

Abstract

Equation presented. Copper(I) salts catalyze the three-component assembly reaction between an α-diazo ester, an imine, and various alkenes and alkynes to form substituted pyrrolidines with excellent to good diastereoselectivities in high yields. The transition metal-catalyzed decomposition of the α-diazo compound in the presence of the imine likely generates a transient azomethine ylid that undergoes addition with various dipolarophiles in a highly convergent manner.

Original language	English (US)
Pages (from-to)	3487-3490
Number of pages	4
Journal	Organic Letters
Volume	5
Issue number	19
DOIs	https://doi.org/10.1021/ol035292y
State	Published - Sep 18 2003

ASJC Scopus subject areas

Molecular Medicine

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10.1021/ol035292y

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title = "Catalytic, Three-Component Assembly Reaction for the Synthesis of Pyrrolidines",

abstract = "Equation presented. Copper(I) salts catalyze the three-component assembly reaction between an α-diazo ester, an imine, and various alkenes and alkynes to form substituted pyrrolidines with excellent to good diastereoselectivities in high yields. The transition metal-catalyzed decomposition of the α-diazo compound in the presence of the imine likely generates a transient azomethine ylid that undergoes addition with various dipolarophiles in a highly convergent manner.",

author = "Galliford, {Chris V.} and Beenen, {Melissa A.} and SonBinh Nguyen and Scheidt, {Karl A}",

year = "2003",

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doi = "10.1021/ol035292y",

language = "English (US)",

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journal = "Organic Letters",

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T1 - Catalytic, Three-Component Assembly Reaction for the Synthesis of Pyrrolidines

AU - Galliford, Chris V.

AU - Beenen, Melissa A.

AU - Nguyen, SonBinh

AU - Scheidt, Karl A

PY - 2003/9/18

Y1 - 2003/9/18

N2 - Equation presented. Copper(I) salts catalyze the three-component assembly reaction between an α-diazo ester, an imine, and various alkenes and alkynes to form substituted pyrrolidines with excellent to good diastereoselectivities in high yields. The transition metal-catalyzed decomposition of the α-diazo compound in the presence of the imine likely generates a transient azomethine ylid that undergoes addition with various dipolarophiles in a highly convergent manner.

AB - Equation presented. Copper(I) salts catalyze the three-component assembly reaction between an α-diazo ester, an imine, and various alkenes and alkynes to form substituted pyrrolidines with excellent to good diastereoselectivities in high yields. The transition metal-catalyzed decomposition of the α-diazo compound in the presence of the imine likely generates a transient azomethine ylid that undergoes addition with various dipolarophiles in a highly convergent manner.

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JF - Organic Letters

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ER -

Catalytic, Three-Component Assembly Reaction for the Synthesis of Pyrrolidines

Abstract

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CCDC 221300: Experimental Crystal Structure Determination

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Catalytic, Three-Component Assembly Reaction for the Synthesis of Pyrrolidines

Abstract

ASJC Scopus subject areas

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Datasets

CCDC 221300: Experimental Crystal Structure Determination

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