Fluorescence screening of tartaric acid-derived azamacrocycles synthesized via sequential hydroformylation/reductive amination as potential ligands for asymmetric catalysis

Imidazolinium and amidinium salts as Lewis acid organocatalysts

“…First amine 27 [30] was transformed with formaldehyde to the aminal 28 . The latter could be oxidized to the corresponding bromide salt, which was transformed directly by anion metathesis to the salt 21 .…”

Carbonylation of functionalized diamine diols to cyclic ureas: application to derivatives of DMP 450

“…Amidation of the starting chiral tartrate 40e42 10 followed by reduction by lithium aluminum hydride 42,43 to afford the bis(amino)butanediols 3f and 3g in good yield (Scheme 7). A similar approach can be applied to obtain 3h, starting from the appropriate parent tartrate 12.…”

“…The product was identified by comparison with literature data. 42 Refluxing was continued for 72 h and the suspension stirred at room temperature overnight. Water (3 mL) was then added dropwise to the mixture followed by 15% NaOH (3 mL), and additional water (3 mL).…”

“…The compound was identified by comparison with literature data. 42 Mp 82e84 C. 4.1.28. (2R,3R)-1,4-N,N-Dibenzylamino-2,3-dihydroxysuccinamide (11c).…”

(S)-(–)-2,2′-Bis(2-methylallyloxy)-1,1′-binaphthyl

“…The title compound was prepared from (S)-1,1 0 -binaphthol with methylallyl chloride to give the corresponding product of the nucleophilic substitution (Angelovski & Eilbracht, 2003). This compound was found to react in a twofold hydroaminomethylation in the presence of diamines to form azamacroheterocycles (Angelovski & Eilbracht, 2003;Angelovski et al, 2005). The procedure described has a high potential for the versatile synthesis of various macroheterocycles of different ring size containing rigid and axially chiral aromatic subunits in good yields and selectivities.…”