807346-07-2Relevant academic research and scientific papers
A straightforward synthesis of (-)-phaseolinic acid
Amador, Marta,Ariza, Xavier,Garcia, Jordi,Ortiz, Jordi
, p. 8172 - 8175 (2004)
A concise approach to (-)-phaseolinic acid starting from commercially available (S)-oct-1-yn-3-ol is disclosed. The key steps are a ring-closing metathesis reaction to prepare a C2-symmetrical allylic diol and its desymmetrization to a γ-butyrolactone by using an Ireland-Claisen rearrangement. The 2S,3S,4S configuration of the levogyre natural product has been confirmed.
