405165-41-5Relevant academic research and scientific papers
Synthetic transformations of sulfur-substituted 4-quinolizidinones
Chou, Shang-Shing P.,Kao, Chao-Hsiang
, p. 1260 - 1266 (2014/04/03)
Sulfur-substituted 4-quinolizidinones, previously prepared by aza-Diels - Alder reactions and ring-closing metathesis, are now subjected to further synthetic transformations. Formal synthesis of cermizine C and 5-epi-cermizine C, and some other useful rea
Double ring-closing metathesis reaction of nitrogen-containing tetraenes: Efficient construction of bicyclic alkaloid skeletons and synthetic application to four stereoisomers of lupinine and their derivatives
Ma, Shengming,Ni, Bukuo
, p. 3286 - 3300 (2007/10/03)
The double ring-closing metathesis reaction of nitrogen-containing tetraenes was studied. The selectivity of the fused/dumbbell-type products can be controlled by the electronic/steric effects of the substituents attached to the C=C bonds and the s-cis/s-trans conformational ratios of the substrates. This methodology has also been successfully applied to the enantioselective synthesis of four stereoisomers of lupinine and their derivatives.
Unexpected dramatic substituent effect for tuning the selectivity in the double ring-closing metathesis reaction of N-containing tetraenes. An efficient synthesis of bicyclic izidine alkaloid skeletons
Ma, Shengming,Ni, Bukuo
, p. 639 - 641 (2007/10/03)
(equation presented) A double ring-closing metathesis reaction for the efficient construction of the fused bicyclic izidine alkaloid skeleton was developed. In this reaction, high selectivity was realized by tuning of electronic and steric effects of substituents in the N-containing tetraenes. It was observed that the reactivity of electron-rich carbon-carbon double bonds is higher than that of electron-deficient ones. A brief mechanistic study is also discussed.
