- Synthesis and characterization of n-substituted (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxamides and thioamides as organocatalysts for asymmetric aldol reaction
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In this paper, the preparation and characterization of eight optically pure N-functionalized (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxamides and thioamides is described. The prepared amides and thioamides were tested as organocatalysts of aldol reaction of 4-nitrobenzaldehyde and acetone. The highest ee of formation of 4-hydroxy-4-(4-nitrophenyl)butan-2-one was obtained with (S)-N-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydroisoquinoline-3-thiocarboxamide (77% ee). The observed deceleration of the aldol reaction catalyzed in this way, as compared with that catalyzed with (S)-proline, was attributed to the formation of little reactive cyclic intermediate, which was isolated and characterized.
- Androvic, Ladislav,Drabina, Pavel,Panov, Illia,Harmand, Lydie,Padelkova, Zdenka,Sedlak, Milos
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p. 1844 - 1859
(2014/08/18)
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- Synthesis and biological activities of a novel class of azole-containing antifungal agents
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A series of novel 1,2,3,4-tetrahydroisoquinoline derived azoles has been designed and synthesized as antifungal agents which might function as inhibitors of cytochrome P-450 dependent lanosterol 14α-demethylase. In vitro tests showed that some of these compounds, especially 5b and 6b, effectively inhibit the growth of several strains of yeasts as well as molds.
- Liu, Lee Tai,Lin, Ya-Chuan,Wang, Chia-Lin J.,Lin, Mei-Shey,Yen, Su-Chen,Chen, Hsiao-Jen
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p. 1335 - 1338
(2007/10/03)
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