Rhodium-catalyzed 1,4-additions to enantiopure acceptors: asymmetric synthesis of functionalized pyrrolizidinones

L Zoute; Gabriele Kociok-Kohn; Christopher G Frost

doi:10.1021/ol900843a

Rhodium-catalyzed 1,4-additions to enantiopure acceptors: asymmetric synthesis of functionalized pyrrolizidinones

L Zoute, Gabriele Kociok-Kohn, Christopher G Frost

Department of Chemistry

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

20 Citations (SciVal)

Abstract

The rhodium-catalyzed 1,4-addition of arylboronic acids to an enantiopure heterocyclic acceptor proceeds under ligand control to effect an asymmetric synthesis of functionalized pyrrolizidinones. The protocol allows convenient access to all four stereoisomers of pyrrolizidinone 3a (Ar = Ph) by appropriate selection of substrate and catalyst.

Original language	English
Pages (from-to)	2491-2494
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	12
Early online date	21 May 2009
DOIs	https://doi.org/10.1021/ol900843a
Publication status	Published - 18 Jun 2009

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10.1021/ol900843a

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title = "Rhodium-catalyzed 1,4-additions to enantiopure acceptors: asymmetric synthesis of functionalized pyrrolizidinones",

abstract = "The rhodium-catalyzed 1,4-addition of arylboronic acids to an enantiopure heterocyclic acceptor proceeds under ligand control to effect an asymmetric synthesis of functionalized pyrrolizidinones. The protocol allows convenient access to all four stereoisomers of pyrrolizidinone 3a (Ar = Ph) by appropriate selection of substrate and catalyst.",

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year = "2009",

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AU - Kociok-Kohn, Gabriele

AU - Frost, Christopher G

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Y1 - 2009/6/18

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AB - The rhodium-catalyzed 1,4-addition of arylboronic acids to an enantiopure heterocyclic acceptor proceeds under ligand control to effect an asymmetric synthesis of functionalized pyrrolizidinones. The protocol allows convenient access to all four stereoisomers of pyrrolizidinone 3a (Ar = Ph) by appropriate selection of substrate and catalyst.

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JO - Organic Letters

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Rhodium-catalyzed 1,4-additions to enantiopure acceptors: asymmetric synthesis of functionalized pyrrolizidinones

Abstract

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500 MHZ NMR SPECTROMETER TO SUPPORT ORGANIC, BIO-ORGANIC AND INORGANIC CHEMISTRY

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Rhodium-catalyzed 1,4-additions to enantiopure acceptors: asymmetric synthesis of functionalized pyrrolizidinones

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