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Total Synthesis of (±)-Gracilioether F
Xin-Yue Shen1, Xiao-Shui Peng1,2, Henry N C Wong1,2
1Department of Chemistry, and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong , Shatin, New Territories, Hong Kong SAR, China.
Organic Letters
|February 17, 2016
Abstract:
Total synthesis of (±)-gracilioether F was achieved via a pivotal reductive cleavage of 1,2-dioxane from allenic ester in 11 steps. The key 1,2-dioxane species, derived from singlet oxygen and a diene, could be used as a common precursor for a stereocontrolled formation of the crucial 1,4-diol through a reductive cleavage.