Synthetic works on lactonic Lythraceae alkaloids were reviewed according to the following articles : synthetic approaches to the alkaloid, Mannich reaction of isopelletierine and arylaldehydes, total syntheses of biphenyl ether-type alkaloids, and total syntheses of biphenyl-type alkaloids.
The Mannich reaction of isopelletierine with a ylaldehydes under alkaline condition afforded
cis-4-arylquinolizidin-2-ones as a kinetically controlled product, which then isomerized into the corresponding trans-quinolizidines.
On the basis of the above observation, the total syntheses of the
trans-quinolizidine-type alkaloids such as decaline, desmethyldecaline, methyldecinine, and decinine, and those of the
cis-quinolizidinetype alkaloids such as vertaline, methyllagerine, lagerine, and methyldecamine were accomplished.
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