Synthesis of homoerythrinan alkaloids of 1(2)-alkene and 1,6-diene types: Total synthesis of comosine, dihydroschelhammeridine, schelhammeridine, and 3-epischelhammeridine

Article abstract of DOI:10.1248/cpb.44.515

Total syntheses of homoerythrinan alkaloids of 1(2)-alkene type, dihydroschelhammeridine and comosine, and those of 1,6-dienoid type, schelhammeridine and 3-epischelhammeridine, were achieved. Total synthesis of the former alkaloids provided definite proof of their A/B-cis stereochemistry. In relation to the stereochemistry, the conformations of erythrinan and homoerythrinan alkaloids are discussed.