40527-53-5Relevant articles and documents
Microwave-assisted synthesis of the (E)-α-methylalkenoate framework from multifunctionalized allylic phosphonium salts
Meier, Lidiane,Ferreira, Misael,Sa, Marcus M.
experimental part, p. 179 - 186 (2012/07/14)
A convenient and general microwave-assisted method for the synthesis of stereochemically defined α-methylalkenoic acids and esters from allylic phosphonium salts in a basic aqueous medium is described. A selective preparation of acids or esters was dependent on the base (NaOH or NaHCO 3) employed in the reaction and could be achieved with good to excellent yields under mild conditions in the absence of hydrides and reducing agents.
Synthesis of 2-Arylethylamines by the Curtius Rearrangement
Schulze, Matthias
experimental part, p. 1461 - 1476 (2010/07/08)
2-Arylethylamine derivatives were synthesized using the Curtius reaction and with three different methods of preparing the acyl azide functional group. Carbamates derived from isocyanate were convenient protecting groups for alkylation of amines. Starting from benzaldehyde, amphetamine was prepared in three steps through an oxazolidin-2-one intermediate in 62% overall yield. Copyright Taylor & Francis Group, LLC.
Synthetic applications of Baylis-Hillman chemistry: An efficient and solely stereoselective synthesis of (E)-α-methylcinnamic acids and potent hypolipidemic agent LK-903 from unmodified Baylis-Hillman adducts
Das, Biswanath,Banerjee, Joydeep,Chowdhury, Nikhil,Majhi, Anjoy
, p. 1725 - 1727 (2007/10/03)
An efficient and solely stereoselective synthesis of (E)-α- methylcinnamic acids has been accomplished in single pot by reduction of the unmodified Baylis-Hillman adducts, methyl-3-hydroxy-3-aryl-2- methylenepropanoates with I2/NaBH4 reagent system at room temperature followed by hydrolysis. The efficacy of this method has been proved in the total synthesis of 1-[p-(myristyloxy)-α-methylcinnamoyl]glycerol, LK-903, a highly active hypolipidemic agent.
Amino acid, derivatives, processes for their preparation and their therapeutic application
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, (2008/06/13)
New amino acid derivatives, processes for their preparation and their therapeutic application. Amino acid derivatives corresponding to the general formulae STR1 These derivatives may be used as medicaments which exhibit an enkephalinase-inhibitory activity.
α-LITHIOALKYLPHOSPHONATES AS FUNCTIONAL GROUP CARRIERS. PART II. A DIRECT (E)-CINNAMIC AND 2-ALKYL-CINNAMIC ACIDS SYNTHESIS.
Teulade, Marie-Paule,Savignac, Philippe,About-Jaudet, Elie,Collignon, Nooel
, p. 71 - 82 (2007/10/02)
Sequential treatment of α-lithioalkylphosphonates with tert-butyl fluoroformate or di-tert-butyl dicarbonate and an aromatic aldehyde gives tert-butyl acrylic esters convertible into acrylic acids by protolysis with trifluoroacetic acid.
A Simple and Efficient Route to 2-Alkyl-2-alkenoic Acids and 2-Phenyl-2-Alkenoic Acids by the Horner Synthesis. Application to the Steroselective Synthesis of the Pheromone Manicone
Coutrot, Philippe,Ghribi, Abdellaziz
, p. 790 - 792 (2007/10/02)
A general synthesis of α-branched α,β-unsaturated carboxylic acids is described.A Horner reaction of 2-diethoxyphosphorylalkanoic acid dianions (lithium α-lithiocarboxylates) with carbonyl compounds is used.The reaction is applied to the stereoselective synthesis of Manicone.