130680-58-9Relevant academic research and scientific papers
Rapid Conventional and Microwave-Assisted Decarboxylation of L-Histidine and Other Amino Acids via Organocatalysis with R-Carvone under Superheated Conditions
Jackson, Douglas M.,Ashley, Robert L.,Brownfield, Callan B.,Morrison, Daniel R.,Morrison, Richard W.
, p. 2691 - 2700 (2015/12/18)
This article reports a new methodology taking advantage of superheated chemistry via either microwave or conventional heating for the facile decarboxylation of alpha amino acids using the recoverable organocatalyst, R-carvone. The decarboxylation of amino acids is an important synthetic route to biologically active amines, and traditional methods of amino acid decarboxylation are time consuming (taking up to several days in the case of L-histidine), are narrow in scope, and make use of toxic catalysts. Decarboxylations of amino acids including L-histidine occur in just minutes while replacing toxic catalysts with green catalyst, spearmint oil. Yields are comparable to or exceed previous methods and purification of product ammonium chloride salts is aided by an isomerization reaction of residual catalyst to phenolic carvacrol. The method has been shown to be effective for the decarboxylations of a range of natural, synthetic, and protected amino acids.
Catalytic Enantioselective Intermolecular Desymmetrization of Azetidines
Wang, Zhaobin,Sheong, Fu Kit,Sung, Herman H. Y.,Williams, Ian D.,Lin, Zhenyang,Sun, Jianwei
supporting information, p. 5895 - 5898 (2015/05/27)
The first catalytic asymmetric desymmetrization of azetidines is disclosed. Despite the low propensity of azetidine ring opening and challenging stereocontrol, smooth intermolecular reactions were realized with excellent efficiency and enantioselectivity.
METHOD FOR DECARBOXYLATION OF AMINO ACIDS VIA IMINE FORMATION
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Page/Page column 0045; 0051; 0066; 0067, (2014/09/30)
The present application provides methods for decarboxylation of amino acids via imine formation with a catalyst under superheated conditions in either a microwave or oil bath.
