127472-67-7Relevant articles and documents
New Synthesis of the 6H-Pyridocarbazoles Ellipticine and Olivacine via Cycloaddition of 2-Phenylsulfonyl 1,3-Dienes to Indoles
Baeckvall, Jan-E.,Plobeck, Niklas A.
, p. 4528 - 4531 (2007/10/02)
An efficient synthesis of the antitumor alkaloids ellipticine and olivacine, starting from indole, was developed.The cycloaddition of 3-(phenylsulfonyl)-2,4-hexadiene or 2-(phenylsulfonyl)-1,3-pentadiene to the magnesium salt of indole was followed by C-C
The use of metal reagents in stereo- and regioselective functionalizations of conjugated dienes
Baeckval, Jan-E
, p. 665 - 670 (2007/10/02)
Conjugated dienes have been selectively functionalized via 1-acetoxy-4-chloro-2-alkenes and via 2-(phenylsulfonyl)-1,3-dienes.In both these approaches nucleophiles can be added to the 1- and 4-positions.It was shown that also non-stabilized carbon nucleophiles (from cuprates or copper(I)-catalyzed Grignard reactions) can be used.The utility of the functionalizations was demonstrated by the syntheses of a marine natural product and a butterfly pheromone.Finally, the 2-(phenyl-sulfonyl)-1,3-dienes show a dual electron demand in Diels-Alder reactions and give cycloadducts with both electron-rich and electron-deficient olefins.