Two new alkaloids, both possessing a pyrrolidinyl α,β-unsaturated γ-lactone residue and a
γ-alkylidene α,β-unsaturated γ-lactone residue, were isolated from a tropical medicinal plant, Pandanus
amaryllifolius Roxb. Their structures were deduced by spectroscopic analysis including the new NMR technique
PFG J-HMBC 2D spectroscopy and then confirmed by biomimetic total synthesis. It was found that one
diastereoisomer, pandamarilactonine-A (1), comprised a mixture enriched with (+)-enantiomer, while another
diastereomeric isomer, pandamarilactonine-B (2), occurred as a racemate.
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First Total Synthesis of the Pandanus Alkaloids, Pandamarilactam-3Y and -3X.-Aldol-type condensation of aldehyde (IV) with the siloxyfuran (V) followed by β-elimination of TbsOH leads to a total synthesis of pandamarilactam-3Y (VI) and -3X (VII). -(TAKAYAMA, HIROMITSU;
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