Alkyne Carbonyl Metathesis As a Means To Make 4-Acyl Chromenes: Syntheses of (±)-Deguelin and (±)-Munduserone

被引：38
作者：
Nayak, Maloy
Kim, Ikyon [1 ]
机构：
[1] Yonsei Univ, Coll Pharm, Inchon 406840, South Korea
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 22期
基金：
新加坡国家研究基金会;
关键词：
DEGUELIN; ROTENOIDS; ACID; ALDEHYDES; METHYL; CYCLIZATION; ACETYLENES; STRATEGY; PHENOLS; OXYGEN;
D O I：
10.1021/acs.joc.5b02160
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly convergent synthetic approach to rotenoid natural products is described. Successful,pairing of two building blocks,for Sonogashira cross-coupling and intramolecular alkyne carbonyl metathesis allows ready, access to 4-acylchromene, a key substructure of these natural products, leading to syntheses of (+/-)-degnelin and (+/-)-munduserone in high overall yields.
引用
收藏
页码：11460 / 11467
页数：8
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