1451265-60-3Relevant academic research and scientific papers
Total synthesis of varitriol, varioxirane, and enantiomer of the proposed biosynthetic precursor
Sudhakar, Gangarajula,Raghavaiah, Jakka
, p. 8840 - 8846 (2013)
The first stereoselective total synthesis of varioxirane was accomplished, and the proposed biosynthetic pathway was supported by converting varioxirane to (+)-varitriol. The first total synthesis of enantiomer of the proposed biosynthetic precursor, (1E,3S,4R,5E)-1-(2-(hydroxymethyl)-3-methoxyphenyl) hepta-1,5-diene-3,4-diol, was also achieved by utilizing the unreacted allylic alcohol obtained during the Sharpless kinetic resolution step. Other key steps include the Horner-Wadsworth-Emmons reaction and the diastereoselective reduction of α,β-unsaturated ketone to its corresponding alcohol.
