33538-99-7Relevant academic research and scientific papers
Kinetic Resolution and Dynamic Kinetic Resolution of Chromene by Rhodium-Catalyzed Asymmetric Hydroarylation
Yang, Qingjing,Wang, Yanbo,Luo, Shihui,Wang, Jun (Joelle)
supporting information, p. 5343 - 5347 (2019/03/21)
A highly efficient kinetic resolution and dynamic kinetic resolution of chromene is reported for the first time and they procced by a rhodium-catalyzed asymmetric hydroarylation pathway. This new approach offers versatile access to various chiral 2,3-diaryl-chromanes containing vicinal stereogenic centers, as well as the recovered chiral flavenes, in high yields with excellent ee values (s factor up to 532). Particularly noteworthy is that this strategy can be further extended to the establishment of a dynamic version of the kinetic resolution of chromene acetals and allows complete access to chiral isoflavanes and α-aryl hydrocoumarins.
Trimethylsilyl iodide mediated one-pot synthesis of 2-allyl-2H-chromenes
Padhi, Birakishore,Reddy, D. Srinivas,Mohapatra, Debendra K.
, p. 542 - 547 (2015/01/30)
A new and efficient metal-free trimethylsilyl iodide (TMSI) catalyzed one-pot synthesis of 2-allyl-2H-chromenes has been developed that takes place under mild conditions. The synthesis proceeds through a Wittig reaction by using (triphenylphosphoranylidene)acetaldehyde to form an ohydroxycinnamaldehyde derivative followed by a tandem isomerization and C-O and C-C bond-forming reactions. The procedure was carried out at room temperature in the presence of 20 mol-% of TMSI and allyltrimethylsilane in tetrahydrofuran (THF) and provided the 2-allyl-2H-chromenes in good to excellent yields.
