Enhancement of enantioselection in the copper-catalysed intramolecular Büchner reaction by variation of the counterion

Shane O'Neill; Sarah O'Keeffe; Francis Harrington; Anita R. Maguire

doi:10.1055/s-0029-1217709

Enhancement of enantioselection in the copper-catalysed intramolecular Büchner reaction by variation of the counterion

Shane O'Neill
, Sarah O'Keeffe
, Francis Harrington
, Anita R. Maguire

University College Cork

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

Abstract

Variation of the enantioselection of the copper-catalysed intramolecular Büchner reaction of diazoketones with the nature of the counterion is reported; significantly the presence of the noncoordinating BARF anion leads to enhanced enantioselectivities when the aryl group bears electron-withdrawing halo substituents.

Original language	English
Pages (from-to)	2312-2314
Number of pages	3
Journal	Synlett
Issue number	14
DOIs	https://doi.org/10.1055/s-0029-1217709
Publication status	Published - Sep 2009

Keywords

α-diazoketones
Asymmetric catalysis
Carbenes
Copper bis(oxazoline) catalyst
Intramolecular Büchner reaction

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10.1055/s-0029-1217709

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title = "Enhancement of enantioselection in the copper-catalysed intramolecular B{\"u}chner reaction by variation of the counterion",

abstract = "Variation of the enantioselection of the copper-catalysed intramolecular B{\"u}chner reaction of diazoketones with the nature of the counterion is reported; significantly the presence of the noncoordinating BARF anion leads to enhanced enantioselectivities when the aryl group bears electron-withdrawing halo substituents.",

keywords = "α-diazoketones, Asymmetric catalysis, Carbenes, Copper bis(oxazoline) catalyst, Intramolecular B{\"u}chner reaction",

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AU - O'Neill, Shane

AU - O'Keeffe, Sarah

AU - Harrington, Francis

AU - Maguire, Anita R.

PY - 2009/9

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N2 - Variation of the enantioselection of the copper-catalysed intramolecular Büchner reaction of diazoketones with the nature of the counterion is reported; significantly the presence of the noncoordinating BARF anion leads to enhanced enantioselectivities when the aryl group bears electron-withdrawing halo substituents.

AB - Variation of the enantioselection of the copper-catalysed intramolecular Büchner reaction of diazoketones with the nature of the counterion is reported; significantly the presence of the noncoordinating BARF anion leads to enhanced enantioselectivities when the aryl group bears electron-withdrawing halo substituents.

KW - α-diazoketones

KW - Asymmetric catalysis

KW - Carbenes

KW - Copper bis(oxazoline) catalyst

KW - Intramolecular Büchner reaction

UR - https://www.scopus.com/pages/publications/69449102892

U2 - 10.1055/s-0029-1217709

DO - 10.1055/s-0029-1217709

M3 - Article

AN - SCOPUS:69449102892

SN - 0936-5214

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JO - Synlett

JF - Synlett

IS - 14

ER -

Enhancement of enantioselection in the copper-catalysed intramolecular Büchner reaction by variation of the counterion

Abstract

Keywords

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