29283-63-4Relevant academic research and scientific papers
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.
Acid-catalyzed cyclization of 2,3-dibenzylidenesuccinates: Synthesis of lignans (±)-cagayanin and (±)-galbulin
Datta,Yau,Hooper,Yvon,Charlton
, p. 8606 - 8611 (2007/10/03)
Acid-catalyzed cyclizations of E,E-dibenzylidenesuccinate esters have been developed as an efficient synthetic route to 1-aryl-1,2-dihydronaphthalenes. This reaction has been used in the synthesis of the naturally occurring lignans (±)-cagayanin and (±)-galbulin.
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
