Total synthesis of (-)-exiguolide via an organosilane-based strategy

被引：19
作者：
Li, Hongze [1 ]
Xie, Hengmu [1 ]
Zhang, Zhigao [1 ]
Xu, Yongjin [1 ]
Lu, Ji [1 ]
Gao, Lu [1 ]
Song, Zhenlei [1 ,2 ]
机构：
[1] Sichuan Univ, West China Sch Pharm, Educ Minist, Key Lab Drug Targeting & Drug Delivery Syst, Chengdu 610041, Peoples R China
[2] Sichuan Univ, West China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 40期
关键词：
CROSS-COUPLING REACTIONS; PRINS CYCLIZATION; BIOLOGICAL EVALUATION; HOMOALLYLIC ALCOHOLS; EFFICIENT; RING; METATHESIS; EXIGUOLIDE; OXIDATION; BORON;
D O I：
10.1039/c5cc02448j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An organosilane-based strategy has been used to accomplish the convergent total synthesis of (-)-exiguolide. The key steps involve: (1) geminal bis( silyl) Prins cyclization to construct the A ring; (2) silicon-protected RCM reaction to construct the 20-membered macrocycle; and (3) Hiyama-Denmark cross-coupling of vinylsilane with vinyliodide to install the triene side chain.
引用
收藏
页码：8484 / 8487
页数：4
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