74738-21-9Relevant articles and documents
Scope of the organocatalysed asymmetric reductive amination of ketones with trichlorosilane
Gautier, Franois-Moana,Jones, Simon,Li, Xianfu,Martin, Stephen J.
experimental part, p. 7860 - 7868 (2011/12/02)
A highly active organocatalyst has been shown to affect the asymmetric reductive amination of ketones producing both aromatic and aliphatic amines. At 1 mol% catalyst loading, a series of structurally diverse chiral amines were quickly and economically prepared with good enantioselectivity and generally useful yield. The efficient synthesis of the calcimimetic (+)-NPS R-568 (67%, 89% ee) demonstrated the synthetic applicability of this methodology.
STEREOCHEMISTRY OF THE DEALKOXYCARBONYLATION OF METHYL Α-CYANOCINNAMATE AND OF THE DECARBOXYLATION OF THE CORRESPONDING CYANOACID: A FACILE STEREOSELECTIVE ROUTE TO Z-CINNAMONITRILE
Babler, James H.,Spina, Kenneth P.
, p. 3835 - 3838 (2007/10/02)
Decarboxylation of E-3-phenyl-2-cyanopropenoic acid (1) in dimethyl sulfoxide containing sodium bicarbonate, lithium chloride, and water in molar excess afforded, with high stereospecifity, Z-cinnamonitrile (6).The dealkoxycarbonylation of the corresponding methyl ester (2) under similar reaction conditions was much less selective and resulted in a 1:1 mixture of E- and Z- stereoisomeric nitriles (6 and 7).
