On July 1, 2010, Suga, Hiroyuki; Arikawa, Tadashi; Itoh, Kennosuke; Okumura, Yukihisa; Kakehi, Akikazu; Shiro, Motoo published an article.Category: indole-building-block The title of the article was Asymmetric 1,3-dipolar cycloaddition reactions of azomethine imines with acrolein catalyzed by L-proline and its derivatives. And the article contained the following:
1,3-Dipolar cycloadditions between acrolein and various N,N’-cyclic azomethine imines in the presence of L-proline and its derivatives as organocatalysts were investigated. Reactions that were catalyzed by (S)-indoline-2-carboxylate (30 mol%) in CHCl3/MeOH 97:3 (volume/volume) showed high exo-selectivities (exo/endo 91:9∼99:1) and enantioselectivities (75∼98% ee). In contrast, reactions catalyzed by L-proline (30 mol%) under similar conditions favored the endo-cycloadduct (83:27∼99:1) with modest to good enantioselectivities (31∼83% ee). The diastereoselective mechanism of the L-proline-catalyzed reaction was found to involve the isomerization of the exo- to the endo-cycloadduct in the presence of L-proline. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Category: indole-building-block
The Article related to azomethine imine acrolein asym dipolar cycloaddition proline catalyst, indolinecarboxylate catalyst asym dipolar cycloaddition azomethine imine acrolein, hydropyrazolopyrazole asym synthesis isomerization, pyrazolopyrazole hydro asym synthesis isomerization and other aspects.Category: indole-building-block
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles