Biomimetic trifunctional organocatalyst showing a great acceleration for the transesterification between vinyl ester and alcohol

Tadashi Ema; Daisuke Tanida; Tatsuya Matsukawa; Takashi Sakai

doi:10.1039/B718763G

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Chemical Communications

Issue 8, 2008

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Biomimetic trifunctional organocatalyst showing a great acceleration for the transesterification between vinyl ester and alcohol

Tadashi Ema , Daisuke Tanida , Tatsuya Matsukawa and Takashi Sakai

Chem. Commun., 2008, 957-959

DOI: 10.1039/B718763G
Received 04 Dec 2007, Accepted 02 Jan 2008
First published on the web 22 Jan 2008

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Abstract
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Compounds
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Trifunctional organocatalysts 1a and 1b mimicking the active site of serine hydrolases showed high catalytic activity with up to a 3 700 000-fold acceleration for the acyl-transfer reactions from vinyl trifluoroacetate to alcohol.

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Synthetic procedures, copies of ¹H, ¹³C, and ¹⁹F NMR spectra, evidence for the generation of 1b-Ac, and the derivation of eqn (1) followed by the determination of the rate constants
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Chemical Communications

Biomimetic trifunctional organocatalyst showing a great acceleration for the transesterification between vinyl ester and alcohol

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