92497-49-9Relevant academic research and scientific papers
Borane-Catalyzed Chemoselective and Enantioselective Reduction of 2-Vinyl-Substituted Pyridines
Hu, Chen-Yu,Li, Xiang,Liang, Xin-Shen,Liu, Ning,Tian, Jun-Jie,Tu, Xian-Shuang,Wang, Xiao-Chen,Yang, Zhao-Ying
supporting information, p. 18452 - 18456 (2020/08/21)
Herein, we report that highly chemoselective and enantioselective reduction of 2-vinyl-substituted pyridines has been achieved for the first time. The reaction, which uses chiral spiro-bicyclic bisboranes as catalysts and HBpin and an acidic amide as reducing reagents, proceeds through a cascade process involving 1,4-hydroboration followed by transfer hydrogenation of a dihydropyridine intermediate. The retained double bond in the reduction products permits their conversion to natural products and other useful heterocyclic compounds by simple transformations.
HETEROCYCLIC SYNTHESIS BY ELECTROCYCLIZATION OF EXTENDED DIPOLES: A NOVEL ACCESS TO THE INDOLIZINE AND QUINOLIZINE SYSTEMS
Eberbach, Wolfgang,Maier, Wolfram
, p. 5591 - 5594 (2007/10/02)
On thermal activation α-butenynyl substituted pyridine-N-oxides 4 undergo a multistep rearrangement affording 4-oxo-4H-quinolizines (8) and 2-acylindolizines (9).In the geometrical isomeriziation of E-4 to Z-4 annulated isoxazolidines (7) are involved as unstable intermediates.
