29283-63-4Relevant articles and documents
Unusual visible-light photolytic cleavage of tertiary amides during the synthesis of cyclolignans related to podophyllotoxin
Lisiecki, Kamil,Krawczyk, Krzysztof K.,Roszkowski, Piotr,Maurin, Jan K.,Budzianowski, Armand,Czarnocki, Zbigniew
, p. 6316 - 6328 (2017/10/06)
During the attempted photochemical cyclization of 2,3-bisbenzylidene-γ-hydroxybutyric acid cyclic amide ester, it was observed that a γ-butyrolactone ring was formed, which was concurrent with the release of the amine fragment from the amide. The process occurs with high yield giving rise to the formation of β-apopicropodophyllin and its regioisomer. Additional experiments confirmed the photochemical nature of this transformation, and that it is independent from the photocyclization of the benzylidene groups – a typical reactivity for the members of the fulgide family. In contrast to the latter UV-driven cyclization, the photochemical cleavage of the amide was proven to proceed under irradiation with visible light.
Rotamers and Isomers in the Fulgide Series. Part 2. Stereochemistry and Conformational Analysis of Bis-(p-methoxybenzylidene)succinic Anhydrides by X-Ray Crystallography and Molecular Mechanics
Boeyens, Jan C. A.,Denner, Louis,Perold, Guido W.
, p. 1999 - 2006 (2007/10/02)
Crystalline bis-(p-methoxybenzylidene)succinic anhydrides occur as the methoxy rotamers of both E,E and Z,Z geometrical isomers.Three of these forms have been synthesized and characterized crystallographycally while a fourth was simulated by force-field m