Stereoselective Total Synthesis of Arundinolides A and B

被引：9
|
作者：
Chang, Caizhu [1 ,2 ]
Geng, Jialin [1 ,3 ]
Liu, Yinxin [1 ,3 ]
Du, Yuguo [1 ,3 ]
Liu, Jun [1 ,3 ]
Dong, Zhi-Bing [1 ,2 ]
机构：
[1] Chinese Acad Sci, Res Ctr Ecoenvironm Sci, State Key Lab Environm Chem & Ecotoxicol, Beijing 100085, Peoples R China
[2] Wuhan Inst Technol, Sch Chem & Environm Engn, Wuhan 430205, Peoples R China
[3] Univ Chinese Acad Sci, Sch Chem Sci, Beijing 100049, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2020年 / 52卷 / 10期
基金：
中国国家自然科学基金;
关键词：
arundinolides; total synthesis; chiral pool; regioselective reduction; crotonyl migration; ALPHA; BETA-UNSATURATED ESTERS; SECONDARY METABOLITES; SELECTIVE REDUCTION; ASPINOLIDE-B; ISOMERIZATION; TRICHODERMA;
D O I：
10.1055/s-0039-1691699
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The efficient and enantioselective syntheses of arundinolides A and B have been accomplished for the first time from chiral pool methyl-2,3-O-isopropylidene-beta-d-ribofuranoside and d-ethyl lactate. The key features of the total synthesis are intramolecular crotonyl migration and NaBH4-CuCl catalyzed regioselective reduction and cross-metathesis reaction.
引用
收藏
页码：1576 / 1584
页数：9
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