Highly enantioselective organocatalytic addition of ethyl trifluoropyruvate to ketones with subzero temperature microwave activation

Shainaz M. Landge; Béla Török

doi:10.1007/s10562-009-0102-0

Highly enantioselective organocatalytic addition of ethyl trifluoropyruvate to ketones with subzero temperature microwave activation

Shainaz M. Landge, Béla Török

Biochemistry, Chemistry & Physics

University of Massachusetts Boston

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

25 Scopus citations

Abstract

An enantioselective organocatalytic microwave-assisted method for the addition of ethyl trifluoropyruvate to ketones to synthesize highly enantiomerically enriched organofluorine synthons is described. Besides the high yields, diastereo- and enantioselectivities, the most important observation is that the use of microwave irradiation at subzero temperatures proved to be beneficial. The results indicate that subzero temperature microwave chemistry is a potentially intriguing tool for asymmetric synthesis.

Original language	English
Pages (from-to)	432-439
Number of pages	8
Journal	Catalysis Letters
Volume	131
Issue number	3-4
DOIs	https://doi.org/10.1007/s10562-009-0102-0
State	Published - Sep 2009

Scopus Subject Areas

Catalysis
General Chemistry

Keywords

Asymmetric synthesis
Microwave irradiation
Organocatalysis
Organofluorine
Subzero temperature

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10.1007/s10562-009-0102-0

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title = "Highly enantioselective organocatalytic addition of ethyl trifluoropyruvate to ketones with subzero temperature microwave activation",

abstract = "An enantioselective organocatalytic microwave-assisted method for the addition of ethyl trifluoropyruvate to ketones to synthesize highly enantiomerically enriched organofluorine synthons is described. Besides the high yields, diastereo- and enantioselectivities, the most important observation is that the use of microwave irradiation at subzero temperatures proved to be beneficial. The results indicate that subzero temperature microwave chemistry is a potentially intriguing tool for asymmetric synthesis.",

keywords = "Asymmetric synthesis, Microwave irradiation, Organocatalysis, Organofluorine, Subzero temperature",

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doi = "10.1007/s10562-009-0102-0",

language = "English",

volume = "131",

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journal = "Catalysis Letters",

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T1 - Highly enantioselective organocatalytic addition of ethyl trifluoropyruvate to ketones with subzero temperature microwave activation

AU - Landge, Shainaz M.

AU - Török, Béla

N1 - Shainaz M. Landge and Béla Török. "Highly Enantioselective Organocatalytic Addition of Ethyl Trifluoropyruvate to Ketones with SubZero Temperature Microwave Activation" Catalysis Letters 131.3-4 (2009): 432-439. doi:10.1007/s10562-009-0102-0

PY - 2009/9

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N2 - An enantioselective organocatalytic microwave-assisted method for the addition of ethyl trifluoropyruvate to ketones to synthesize highly enantiomerically enriched organofluorine synthons is described. Besides the high yields, diastereo- and enantioselectivities, the most important observation is that the use of microwave irradiation at subzero temperatures proved to be beneficial. The results indicate that subzero temperature microwave chemistry is a potentially intriguing tool for asymmetric synthesis.

AB - An enantioselective organocatalytic microwave-assisted method for the addition of ethyl trifluoropyruvate to ketones to synthesize highly enantiomerically enriched organofluorine synthons is described. Besides the high yields, diastereo- and enantioselectivities, the most important observation is that the use of microwave irradiation at subzero temperatures proved to be beneficial. The results indicate that subzero temperature microwave chemistry is a potentially intriguing tool for asymmetric synthesis.

KW - Asymmetric synthesis

KW - Microwave irradiation

KW - Organocatalysis

KW - Organofluorine

KW - Subzero temperature

UR - https://www.scopus.com/pages/publications/70349211623

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DO - 10.1007/s10562-009-0102-0

M3 - Article

SN - 1011-372X

VL - 131

SP - 432

EP - 439

JO - Catalysis Letters

JF - Catalysis Letters

IS - 3-4

ER -

Highly enantioselective organocatalytic addition of ethyl trifluoropyruvate to ketones with subzero temperature microwave activation

Abstract

Scopus Subject Areas

Keywords

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