Department of Chemistry , Southern University of Science and Technology , Shenzhen 518055 , China.
J Am Chem Soc. 2018 Apr 25;140(16):5365-5369. doi: 10.1021/jacs.8b02629. Epub 2018 Apr 6.
The first and asymmetric total synthesis of cyclocitrinol, an unusual C25 steroid, has been accomplished in a linear sequence of 18 steps from commercially available compound 11. The synthetically challenging bicyclo[4.4.1] A/B ring system with a strained bridgehead (anti-Bredt) double bond of cyclocitrinol was constructed efficiently and diastereoselectively via a type II intramolecular [5 + 2] cycloaddition.
环阿屯醇，一种不寻常的 C25 甾体，其首次不对称全合成已经以 18 步的线性序列从商业可得的化合物 11 实现。通过 II 型分子内[5+2]环加成反应，高效且立体选择性地构建了具有张力桥头（反-Bredt）双键的合成极具挑战性的双环[4.4.1]A/B 环系。
