10539-50-1Relevant articles and documents
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Wiley,R.H.,Harrell,J.R.
, p. 903 - 904 (1960)
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Intermolecular Interactions and Energetics in the Crystalline π-π Stacks and Associated Model Dimer Systems of Asymmetric Halogenated Diketopyrrolopyrroles
Calvo-Castro, Jesus,Warzecha, Monika,Oswald, Iain D. H.,Kennedy, Alan R.,Morris, Graeme,McLean, Andrew J.,McHugh, Callum J.
, p. 1531 - 1542 (2016/03/12)
Four novel structurally analogous asymmetric, halogenated N-benzyl substituted diketopyrrolopyrroles (DPP) have been synthesized, and their crystal structures obtained. All four crystal structures exhibit π-π stacks with very small displacements along the
Decarboxylative 1,4-Addition of α-Oxocarboxylic Acids with Michael Acceptors Enabled by Photoredox Catalysis
Wang, Guang-Zu,Shang, Rui,Cheng, Wan-Min,Fu, Yao
supporting information, p. 4830 - 4833 (2015/10/12)
Enabled by iridium photoredox catalysis, 2-oxo-2-(hetero)arylacetic acids were decarboxylatively added to various Michael acceptors including α,β-unsaturated ester, ketone, amide, aldehyde, nitrile, and sulfone at room temperature. The reaction presents a new type of acyl Michael addition using stable and easily accessible carboxylic acid to formally generate acyl anion through photoredox-catalyzed radical decarboxylation.
Chemoenzymatic and yeast-catalysed synthesis of diastereomeric ethyl γ-phenyl and γ-(n-pyridyl)paraconates
Forzato, Cristina,Furlan, Giada,Nitti, Patrizia,Pitacco, Giuliana,Valentin, Ennio,Zangrando, Ennio,Buzzini, Pietro,Goretti, Marta,Turchetti, Benedetta
, p. 2026 - 2036 (2008/12/23)
The synthesis of γ-phenyl and γ-(n-pyridyl)paraconates was accomplished by chemical reduction of their respective ketodiester precursors followed by cyclisation of the resulting hydroxy diester intermediates. The cis- and trans-lactones thus obtained were separated and separately subjected to enzymatic hydrolysis with HLAP. The cis-lactonic esters had enantiomeric excesses ranging from 94% to 99%, while for the trans-isomers the ee's ranged from 80% to 93%. The same ketodiester precursors were subjected to reduction with a series of yeasts. The absolute configuration of trans-(-)-2-pyridyl paraconic acid was assigned by means of X-ray analysis of its hydrobromide salt, while the absolute configurations of the other lactones were determined via analysis of their respective CD curves.