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

页码：1576 / 1584

页数：9

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