104307-72-4Relevant academic research and scientific papers
Carbon-carbon bond formation in regio- and stereoselective palladium-catalyzed cyclization of allene-substituted conjugated dienes
Loefstedt, Joakim,Franzen, Johan,Baeckvall, Jan-E.
, p. 8015 - 8025 (2007/10/03)
Regio- and stereoselective palladium-catalyzed reactions of allene-substituted 1,3-dienes 1 in acetic acid at room temperature lead to cyclization with formation of a carbon-carbon bond between the middle carbon of the allene and the terminal carbon of the 1,3-diene. Two different types of reactions, both that constitute 1,4-carboacetoxylations of the 1,3-diene, have been developed. In one of the reactions, Pd(II) catalyzes the oxidation of 1 to bicyclic compounds 2, and in the other, Pd(0) catalyzes the transformation of 1 to bicyclic compounds 3. The products 2 are useful for further synthetic tr0nsformations and undergo Diels-Alder reactions with dienophiles to give polycyclic ring systems.
Syntheses of (+/-)-α- and (+/-)-γ-Lycorane via a Stereocontrolled Organopalladium Route
Baeckvall, Jan-E.,Andersson, Pher G.,Stone, Guy B.,Gogoll, Adolf
, p. 2988 - 2993 (2007/10/02)
Total syntheses of (+/-)-α- and (+/-)-γ-lycorane are described.The key steps in the syntheses are the stereocontrolled palladium-catalyzed intramolecular 1,4-chloroamidation of 12 to 13 and the subsequent anti-stereoselective copper-catalyzed SN/sub
