Synthesis of optically active teleocidin derivatives. Absolute configuration of teleocidin B and olivoretin A.

Yasuyuki Endo, Koichi Shudo, Kimio Furuhata, Haruo Ogura, Shin‐ichiro Sakai, Norio Aimi, Yukio Hitotsuyanagi, Yasumasa Koyama

Chemical and Pharmaceutical Bulletin · 1984 · 52 citations · 0 references

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Abstract

Optically active 3, 4, 5, 6, 7, 8-hexahydro-4 (S)-hydroxymethyl-7 (S)-isopropyl-8-methyl-6-oxo [1, 4] diazonino [7, 6, 5-cd] indole was synthesized from N-Boc-4-nitro-L-tryptophanol and a circular dichroism study of the compound shows that the nine-membered ring of teleocidin B and olivoretin A is S, S configuration.