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

DOI: 10.1248/cpb.44.515

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 515 - 524 (1996)

Update date:2022-09-26

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Authors:

Tsuda, Yoshisuke

Murata, Masami

Hosoi, Shinzo

Ikeda, Mariko

Sano, Takehiro

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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.

Full text of DOI:10.1248/cpb.44.515

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