Thermally driven asymmetric domino reaction catalyzed by a thermostable esterase and its variants

…, T Kumon, R Kourist, H Ohta, D Uemura, S Yoshida…

Index: Wada, Reina; Kumon, Takashi; Kourist, Robert; Ohta, Hiromichi; Uemura, Daisuke; Yoshida, Shosuke; Miyamoto, Kenji Tetrahedron Letters, 2013 , vol. 54, # 15 p. 1921 - 1923

Full Text: HTML

Citation Number: 5

Abstract

We have developed a thermally driven domino reaction for the synthesis of (S)-α- arylpropionates (profens) using a thermostable esterase from Sulfolobus tokodaii strain 7. Stereoselectivity was improved considerably by engineering of the active site. Stereoselective decarboxylation at the active site of an esterase is a new reaction for the synthesis of optically active carboxylic acids.

Related Articles:

Microbial asymmetric decarboxylation of fluorine-containing arylmalonic acid derivatives

[Miyamoto, Kenji; Tsuchiya, Shigeo; Ohta, Hiromichi Journal of Fluorine Chemistry, 1992 , vol. 59, # 2 p. 225 - 232]

Microbial asymmetric decarboxylation of fluorine-containing arylmalonic acid derivatives

[Miyamoto, Kenji; Tsuchiya, Shigeo; Ohta, Hiromichi Journal of Fluorine Chemistry, 1992 , vol. 59, # 2 p. 225 - 232]

Thermolysis of 4-methyl-4-phenylmalonyl peroxide: a new oxygen dependent chemiluminescent reaction

[Porter, Judith E.; Schuster, Gary B. Journal of Organic Chemistry, 1983 , vol. 48, # 25 p. 4944 - 4947]

Reactions of 1-Phenyl-1, 2, 3-triazolyllithium Compounds; Formation of Ketenimines, Alkynylamines, and Heterocycles from the Ambident (N-Phenyl) …

[Staudinger; Ruzicka Justus Liebigs Annalen der Chemie, 1911 , vol. 380, p. 296]

More Articles...