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- W2073681966 abstract "The enantioselective total synthesis of (−)-quinolactacin B (−)-1 was performed in seven steps and 33% overall yield from tryptamine. The synthesis features the use of ruthenium catalytic asymmetric hydrogen reaction to introduce the chirality in dihydro-β-carboline 2. Based on Noyori’s work, the hydrogenation using the (R,R)-TsDPEN-Ru complex produces dihydro-β-carbolines possessing the (S) absolute configuration, the corrected asymmetric center of the natural product. The synthetic quinolactacin B displayed optical rotations that was in accordance with that of the natural product, thereby supporting the (S) configuration for natural quinolactacin B. The final product’s stereochemical assignment is in agreement with that proposed by Nakagawa and co-workers." @default.
- W2073681966 created "2016-06-24" @default.
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- W2073681966 date "2008-06-01" @default.
- W2073681966 modified "2023-10-15" @default.
- W2073681966 title "Enantioselective total synthesis of (S)-(−)-quinolactacin B" @default.
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- W2073681966 doi "https://doi.org/10.1016/j.tetlet.2008.04.130" @default.
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