School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK.
Angew Chem Int Ed Engl. 2013 Feb 25;52(9):2503-6. doi: 10.1002/anie.201208403. Epub 2013 Jan 25.
The first total synthesis of (+)-giganin and its unnatural diastereoisomer (+)-C10-epi-giganin has been completed in a total of 13 linear steps, and 7 % and 8 % overall yield, respectively (see scheme; (-)-sp= (-)-sparteine, (+)-sps=(+)-sparteine surrogate). Lithiation-borylation methodology has been successfully applied in the key step, to couple together advanced intermediates with very high diastereoselectivity, thus demonstrating its power as a tool for total synthesis.
（+）-giganin 及其非天然对映异构体（+）-C10-epi-giganin 的首次全合成已分别在 13 步线性反应和总计 7%和 8%的总收率下完成（见方案；（-）-sp=（-）-sparteine，（+）-sps=（+）-sparteine 类似物）。锂化-硼化方法已成功应用于关键步骤，以非常高的非对映选择性将高级中间体偶联在一起，从而证明了其作为全合成工具的强大功能。
