115182-33-7Relevant academic research and scientific papers
Synthetic Studies toward Gelsemine. 2. Preparation of the Tetracyclic Skeletal Part by Way of a Highly Stereospecific Intramolecular Reaction of a Silyl Enol Ether with an N-Acyliminium Ion
Hiemstra, Henk,Vijn, Robert Jan,Speckamp, W. Nico
, p. 3882 - 3884 (1988)
The tetracyclic skeletal part of the oxindole alkaloid gelsemine (1) was prepared from (E)-3,5-hexadien-1-ol in nine steps, including as the key step an unprecedented stereospecific cyclization reaction of a triisopropylsilyl enol ether with an N-acyliminium ion intermediate to give a tricyclic aldehyde (3 -> 4).
