采用碘乙烯作为关键砌块的（±）-地榆素和（±）-瑞香宁的简洁全合成。
Concise Total Synthesis of (±)-Deguelin and (±)-Tephrosin Using a Vinyl Iodide as a Key Building Block.
机构信息
State Key Laboratory of Natural Medicines and Department of Medicinal Chemistry , China Pharmaceutical University , 24 Tong Jia Xiang , Nanjing 210009 , People's Republic of China.
出版信息
J Nat Prod. 2018 Apr 27;81(4):1055-1059. doi: 10.1021/acs.jnatprod.7b00794. Epub 2018 Feb 14.
A concise and protecting-group-free total synthesis of the antiproliferative natural product (±)-deguelin (2) was accomplished in four steps and 62% overall yield from commercially available precursors. The key transformation employed a vinyl iodide as the pivotal building block to construct the 4-acylchromene substructure present in deguelin. Subsequent CuO-mediated α-hydroxylation of deguelin (2) afforded tephrosin (3) in 90% yield.
采用商业可得的起始原料，通过四步反应以 62%的总收率简洁、无需保护基、高效地完成了具有抗增殖活性的天然产物（±）-deguelin（2）的全合成。该关键转化利用乙烯基碘化物作为关键构建块，构建了 deguelin 中存在的 4-酰基色烯亚结构。随后，CuO 介导的 deguelin（2）的α-羟化反应以 90%的收率得到了 tephrosin（3）。
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