74268-51-2Relevant articles and documents
Synthesis of chiral diferrocenyl diselenides and their application to asymmetric reactions
Nishibayashi,Nishibayashi, Yoshiaki,Singh,Singh, Jai Deo,Uemura,Uemura, Sakae,Fukuzawa,Fukuzawa, Shin-Ichi
, p. 3115 - 3118 (1994)
Two optically active diferrocenyl diselenides, each of which possesses two chiral centers, were newly prepared from commercial 1-(dimethylamino)ethylferrocenes and applied to induce highly enantioselective selenoxide elimination producing axially chiral allenecarboxylic esters.
Phosphine-Catalyzed Asymmetric Tandem Isomerization/Annulation of Allyl Amines with Allenoates: Enantioselective Annulation of a Saturated C-N Bond
Zhou, Leijie,Zhang, Xue,Wang, Qijun,Liu, Min,Wang, Wei,Wu, Yongjun,Chen, Liezhong,Guo, Hongchao
supporting information, p. 9173 - 9178 (2021/11/30)
Under catalysis by chiral phosphine, an asymmetric isomerization/annulation cascade reaction of allylamines with allenoates was realized. A wide range of γ-substituted allenoates were tolerated to afford chiral pyrroline derivatives in high yields with excellent enantioselectivities. In the reaction, isomerization of readily available N-allylamines to reactive aliphatic imines through a 1,4-proton shift is a key step, which circumvents the isolation of highly unstable alkyl N-sulfonylimines.
Metal-Free Transfer Hydroiodination of C-C Multiple Bonds
Chen, Weiqiang,Walker, Johannes C. L.,Oestreich, Martin
supporting information, p. 1135 - 1140 (2019/01/11)
The design and a gram-scale synthesis of a bench-stable cyclohexa-1,4-diene-based surrogate of gaseous hydrogen iodide are described. By initiation with a moderately strong Br?nsted acid, hydrogen iodide is transferred from the surrogate onto C-C multiple bonds such as alkynes and allenes without the involvement of free hydrogen iodide. The surrogate fragments into toluene and ethylene, easy-to-remove volatile waste. This hydroiodination reaction avoids precarious handling of hydrogen iodide or hydroiodic acid. By this, a broad range of previously unknown or difficult-to-prepare vinyl iodides can be accessed in stereocontrolled fashion.