55747-68-7Relevant academic research and scientific papers
Short Total Synthesis of (±)-Gelliusine e and 2,3′-Bis(indolyl)ethylamines via PTSA-Catalyzed Transindolylation
Chantana, Chayamon,Iawsipo, Panata,Jaratjaroonphong, Jaray,Sirion, Uthaiwan
, p. 13360 - 13370 (2021/10/01)
A first and short total synthesis of the marine sponge 2,3′-bis(indolyl)ethylamine (2,3′-BIEA) alkaloid (±)-gelliusine E was performed in both a three-step divergent approach and a one-pot three-component approach with an overall yield of up to 58%. A key feature of the novel strategy is PTSA-catalyzed transindolylation of the readily synthesized 3,3′-BIEAs with tryptamine derivatives. The structure of the isolated natural product is revised as protonated (±)-gelliusine E (4′). By design, this modular route allows the rapid synthesis of other members of the 2,3′-BIEA family, for example, (±)-6,6′-bis-(debromo)-gelliusine F and analogues with step economy, operational simplicity, and reduced waste. Furthermore, their cytotoxicity in breast cancer cells was investigated.
Asymmetric synthesis of tetrahydro-β-carbolines via chiral phosphoric acid catalyzed transfer hydrogenation reaction
Yin, Qin,Wang, Shou-Guo,You, Shu-Li
supporting information, p. 2688 - 2691 (2013/07/19)
Chiral phosphoric acid catalyzed enantioselective transfer hydrogenation of hydroxylactams has been realized to provide enantioenriched tetrahydro-β-carbolines in dioxane at room temperature (up to 94% yield, 90% ee).
