127560-92-3Relevant articles and documents
A new approach to the synthesis of functionalized pyrido[2,3-b]indoles by way of a palladium-catalyzed ring closing reaction between the N-1 and C- 9a positions
Abouabdellah, Ahmed,Dodd, Robert H.
, p. 2119 - 2122 (1998)
The enolate of 4-N-(tert-butyloxycarbonyl)aminobutyro-γ-lactone 9 reacted with 2-bromo-1methylindole-3-carboxaldehyde in the presence of stannic chloride to give the product of aldol condensation 16. Deprotection and dehydration of the latter with trifluo
N-substituted 4-amino-3,3-dipropyl-2(3H)-furanones: New positive allosteric modulators of the GABAA receptor sharing electrophysiological properties with the anticonvulsant loreclezole
El Hadri, Ahmed,Abouabdellah, Ahmed,Thomet, Urs,Baur, Roland,Furtmüller, Roman,Sigel, Erwin,Sieghart, Werner,Dodd, Robert H.
, p. 2824 - 2831 (2007/10/03)
1,4-Addition of benzylamine to 2(5H)-furanone followed by dialkylation of the 3-position with allylbromide gave (±)-4-benzyl-3,3-diallyl-2(3H)-furanone (8), which served as the intermediate for the synthesis of various N-substituted 4-amino-3,3-dipropyl-2
ASYMMETRIC 1,4-ADDITIONS TO 5-ALKOXY-2(5H)-FURANONES ENANTIOSELECTIVE SYNTHESIS AND ABSOLUTE CONFIGURATION DETERMINATION OF β-AMINO-γ-BUTYROLACTONES AND AMINO DIOLS
Lange, B. de,Bolhuis, F. van,Feringa, Ben L.
, p. 6799 - 6818 (2007/10/02)
The synthesis of enantiomerically pure β-amino-γ-butyrolactones via asymmetric conjugate addition of various amines to 5-methyloxy-2(5H)-furanone is described.This route provides access to new multifunctional homochiral building blocks.The absolute configuration of the β-amino-γ-butyrolactones is established by X-ray analysis and 1H NMR correlation.The conjugate addition of amines to 2(5H)-furanone, 5-alkyl-2(5H)-furanones and 5-alkoxy-2(5H)-furanones was studied and an enhanced reactivity was observed in 2(5H)-furanones due to a γ-alkoxy-effect.The synthetic utility of the asymmetric amine addition is illustrated in an efficient route to various optically pure 2-amino-1,4-butanediols.