Graduate School of Pharmaceutical Sciences, Tohoku University, Aramaki, Aoba-ku, Sendai 980-8578, Japan.
Org Lett. 2010 Nov 19;12(22):5196-9. doi: 10.1021/ol1022257. Epub 2010 Oct 18.
The enantioselective total synthesis of (-)- and (+)-petrosin is described. The union of two key segments was executed by Suzuki-Miyaura coupling. The quinolizidine rings were stereoselectively constructed via a diastereoselective Mannich reaction and an aza-Michael reaction. The 16-membered ring was constructed by ring-closing metathesis with the second-generation Grubbs catalyst.
本文描述了（-）-和（+）-鱼腥草素的对映选择性全合成。两个关键片段通过铃木-宫浦偶联反应连接。通过非对映选择性Mannich 反应和氮杂迈克尔加成反应立体选择性地构建了喹诺里定环。通过第二代 Grubbs 催化剂的闭环复分解反应构建了 16 元环。
