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- W2029353443 abstract "The divergent total syntheses of cernuane-type and quinolizidine-type Lycopodium alkaloids are described. A common intermediate 5 for the two types of alkaloids was assembled practically from (+)-citronellal via organocatalytic α-amination, followed by the construction of oxazolidinone that was used for diastereoselective allylation. Key compound 5 was converted into cermizine C (3), and this in turn was converted into senepodine G (4) by the regioselective Polonovsky–Potier reaction. The total synthesis of representative cernuane-type alkaloids, (−)-cernuine (1) as well as (+)-cermizine D (2), was also accomplished from 5 by utilizing asymmetric transfer aminoallylation as a key step." @default.
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- W2029353443 date "2009-02-01" @default.
- W2029353443 modified "2023-09-25" @default.
- W2029353443 title "A divergent approach for the total syntheses of cernuane-type and quinolizidine-type Lycopodium alkaloids" @default.
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- W2029353443 doi "https://doi.org/10.1016/j.tet.2008.12.067" @default.
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