Stereoselective Mannich reactions catalyzed by Tröger’s base derivatives in aqueous media

Synthesis and structure of an air-stable organoantimony complex and its use as a catalyst for direct diastereoselective Mannich reactions in water

“…One can see that the reaction occurs quickly and efficiently, and higher yields are obtained when the reactions are conducted in polar solvents. Particularly, high catalytic efficiency and stereoselec- [39][40][41][42]. We found that anti-selectivity is almost independent of the adopted solvents.…”

(±)Methanodibenzodiazocine tethered [C-H]δ+ functional site: Study towards benzoin condensation and Baylis-Hillman reactions

“…For example, Wu et al reported the TB mediated asymmetric Mannich reaction via the TB stabilized enol hydroxyl group by O−H· · · N hydrogen bonding. 19 The Since 3a has shown the best activity in comparison with other catalysts in benzoin condensation reaction, the catalytic activity of former under mild condition for the activation of α, β-unsaturated cyclic ketone (III) was tested (scheme 5). The catalytic conversion was carried out in the presence of KO t Bu (5-15 mol%) using selected solvents such as fluorobenzene, 1,4-dioxane and toluene (table 4).…”

NMR Spectral Correlations in Some Tröger’s Bases

“…Many Tröger's bases of the type whether substituted or condensed aromatic rings have been reported as 8H,16H-7,15-methanodinaphtho [2,1-b][2′,1′-f] [1,5]-diazocine, was synthesized by Tálas et al, [3]. Organic chemists synthesized various kinds of Tröger's base derivatives from C-amino heterocycles [4,5, naphthalimide flurophore[6, rigid C 2 -symmetric crown ether [7], Chiral primary bis-ammonium salts [8], rearrangement of pyrazolines [9] mercaptanes [1], halogenation [10] and N-methyl pyrrole units [11,12]. The mechanism of formation of Tröger's base derivatives were investigated Abella et.al., [13] through AEI Mass spectral data.…”