Enantioselective intramolecular Büchner reaction of α-diazoketones

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

doi:10.1055/s-2007-986626

Enantioselective intramolecular Büchner reaction of α-diazoketones

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

University College Cork

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

Abstract

Enantioselectivities of up to 95% ee have been achieved in the intramolecular Büchner reaction catalysed by copper bis(oxazoline) complexes, the highest asymmetric inductions reported to date for this transformation. Significantly, use of a catalyst derived from a bis(oxazoline) ligand resulted in high enantioselectivities across several substrates, indicating the possibility of developing a catalyst with general applicability.

Original language	English
Pages (from-to)	2367-2370
Number of pages	4
Journal	Synlett
Issue number	15
DOIs	https://doi.org/10.1055/s-2007-986626
Publication status	Published - 17 Sep 2007

Keywords

α-diazoketones
Asymmetric synthesis
Carbenes
Copper bis(oxazoline) catalysts
Intramolecular Büchner reaction

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10.1055/s-2007-986626

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title = "Enantioselective intramolecular B{\"u}chner reaction of α-diazoketones",

abstract = "Enantioselectivities of up to 95\% ee have been achieved in the intramolecular B{\"u}chner reaction catalysed by copper bis(oxazoline) complexes, the highest asymmetric inductions reported to date for this transformation. Significantly, use of a catalyst derived from a bis(oxazoline) ligand resulted in high enantioselectivities across several substrates, indicating the possibility of developing a catalyst with general applicability.",

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

author = "Sarah O'Keeffe and Francis Harrington and Maguire, \{Anita R.\}",

year = "2007",

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doi = "10.1055/s-2007-986626",

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AU - O'Keeffe, Sarah

AU - Harrington, Francis

AU - Maguire, Anita R.

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Y1 - 2007/9/17

N2 - Enantioselectivities of up to 95% ee have been achieved in the intramolecular Büchner reaction catalysed by copper bis(oxazoline) complexes, the highest asymmetric inductions reported to date for this transformation. Significantly, use of a catalyst derived from a bis(oxazoline) ligand resulted in high enantioselectivities across several substrates, indicating the possibility of developing a catalyst with general applicability.

AB - Enantioselectivities of up to 95% ee have been achieved in the intramolecular Büchner reaction catalysed by copper bis(oxazoline) complexes, the highest asymmetric inductions reported to date for this transformation. Significantly, use of a catalyst derived from a bis(oxazoline) ligand resulted in high enantioselectivities across several substrates, indicating the possibility of developing a catalyst with general applicability.

KW - α-diazoketones

KW - Asymmetric synthesis

KW - Carbenes

KW - Copper bis(oxazoline) catalysts

KW - Intramolecular Büchner reaction

UR - https://www.scopus.com/pages/publications/34948886633

U2 - 10.1055/s-2007-986626

DO - 10.1055/s-2007-986626

M3 - Article

AN - SCOPUS:34948886633

SN - 0936-5214

SP - 2367

EP - 2370

JO - Synlett

JF - Synlett

IS - 15

ER -

Enantioselective intramolecular Büchner reaction of α-diazoketones

Abstract

Keywords

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