Enantioselective addition of alkynes to imines in ionic liquids

João N. Rosa; A. Gil Santos; Carlos A.M. Afonso

doi:10.1016/j.molcata.2003.10.065

Enantioselective addition of alkynes to imines in ionic liquids

João N. Rosa, A. Gil Santos, Carlos A.M. Afonso

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

43 Citations (Scopus)

Abstract

The enantioselective alkyne-imine addition catalysed by copper(I)-bis(oxazoline) (box) can be efficiently performed in the ionic liquid 1-n-butyl-3-methyl imidazolium bis(trifluoromethylsulfonyl)imide [bmim][NTf ₂]. Several substrates were tested and the reuse of the catalytic CuOTf/(box) was carried out for six cycles allowing high overall yield (87%) and enantioselectivity (first cycle 94%, sixth cycle 89%).

Original language	English
Pages (from-to)	161-165
Number of pages	5
Journal	Journal Of Molecular Catalysis A-Chemical
Volume	214
Issue number	1
DOIs	https://doi.org/10.1016/j.molcata.2003.10.065
Publication status	Published - 18 May 2004

Keywords

Enantioselective catalysis
Imines
Ionic liquids
Propargylamines
Recycling
Reuse

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abstract = "The enantioselective alkyne-imine addition catalysed by copper(I)-bis(oxazoline) (box) can be efficiently performed in the ionic liquid 1-n-butyl-3-methyl imidazolium bis(trifluoromethylsulfonyl)imide [bmim][NTf 2]. Several substrates were tested and the reuse of the catalytic CuOTf/(box) was carried out for six cycles allowing high overall yield (87%) and enantioselectivity (first cycle 94%, sixth cycle 89%).",

keywords = "Enantioselective catalysis, Imines, Ionic liquids, Propargylamines, Recycling, Reuse",

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AU - Rosa, João N.

AU - Santos, A. Gil

AU - Afonso, Carlos A.M.

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N2 - The enantioselective alkyne-imine addition catalysed by copper(I)-bis(oxazoline) (box) can be efficiently performed in the ionic liquid 1-n-butyl-3-methyl imidazolium bis(trifluoromethylsulfonyl)imide [bmim][NTf 2]. Several substrates were tested and the reuse of the catalytic CuOTf/(box) was carried out for six cycles allowing high overall yield (87%) and enantioselectivity (first cycle 94%, sixth cycle 89%).

AB - The enantioselective alkyne-imine addition catalysed by copper(I)-bis(oxazoline) (box) can be efficiently performed in the ionic liquid 1-n-butyl-3-methyl imidazolium bis(trifluoromethylsulfonyl)imide [bmim][NTf 2]. Several substrates were tested and the reuse of the catalytic CuOTf/(box) was carried out for six cycles allowing high overall yield (87%) and enantioselectivity (first cycle 94%, sixth cycle 89%).

KW - Enantioselective catalysis

KW - Imines

KW - Ionic liquids

KW - Propargylamines

KW - Recycling

KW - Reuse

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JO - Journal Of Molecular Catalysis A-Chemical

JF - Journal Of Molecular Catalysis A-Chemical

IS - 1

ER -

Enantioselective addition of alkynes to imines in ionic liquids

Abstract

Keywords

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