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Joubertinamine and mesembrine are two related alkaloids isolated from Sceletium plants. From the perspective of chemical synthesis, the major challenge posed by joubertinamine and mesembrine is undoubtedly the construction of the benzylic quaternary stereogenic center. We became intrigued by the prospect of applying successive sigmatropic rearrangements to build the key structural features of these...
Efficient one-step syntheses of the bifunctional BINOL and H 8 BINOL ligands (S)-6 and (S)-8 have been developed from the reaction of BINOL and H 8 BINOL with morpholinomethanol, respectively. The X-ray analyses of these compounds have revealed their structural similarity and difference. The bifunctional H 8 BINOL (S)-8 is found to be highly enantioselective for the reaction...
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