Partial Synthesis of Rauwolfia Alkaloids, Vomilenine and (19Z)-Vomilenine, and Their Relative Thermodynamic Stability as Revealed by Their Transformation into Perakine

Hiromitsu TAKAYAMA; Chada PHISALAPHONG; Mariko KITAJIMA; Norio AIMI; Shin-ichiro SAKAI; Joachim STOCKIGT

doi:10.1248/cpb.39.266

高山廣光, / 北島満里子, 相見則郎, 坂井進一郎 /, Shin-ichiro SAKAI, Joachim STOCKIGT

著者情報

キーワード: Rauwolfia alkaloid, indole alkaloid, ajmaline, vomilenine, (19Z)-vomilenine, perakine, partial synthesis, structure elucidation, differential NOE experiment, thermodynamic stability

ジャーナルフリー

1991 年 39 巻 2 号 p. 266-269

DOI https://doi.org/10.1248/cpb.39.266

詳細

抄録

The geometry of the ethylidene side chain in vomilenine (1) was proven to be (19E) by the spectroscopic analysis of the synthetic intermediates from ajmaline (2) to vomilenine (1). The relative thermodynamic stability of vomilenine (1) and (19Z)-vomilenine (19), as revealed by their transformation into perakine (9), is discussed.

責任著者(Corresponding author)

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