Palladium-Catalyzed Sequential Arylation and Allylic Alkylation of Highly Functionalized Ketones: A Concise Synthesis of Mesembrine

被引：50
|
作者：
Zhao, Yuanhong [1 ]
Zhou, Yongyun [1 ]
Liang, Leilei [1 ]
Yang, Xiaodong [1 ]
Du, Fengxiang [1 ]
Li, Liang [1 ]
Zhang, Hongbin [1 ]
机构：
[1] Yunnan Univ, Sch Chem Sci & Technol, Minist Educ, Key Lab Med Chem Nat Resource, Kunming 650091, Yunnan, Peoples R China
来源：
ORGANIC LETTERS | 2009年 / 11卷 / 03期
基金：
中国国家自然科学基金;
关键词：
SIMPLE INDOLE ALKALOIDS; BIRCH-COPE SEQUENCE; ALPHA-ARYLATION; ENANTIOSELECTIVE CONSTRUCTION; EFFICIENT SYNTHESIS; CARBONYL-COMPOUNDS; ENOL ETHERS; AMARYLLIDACEAE; CENTERS; ANNULATION;
D O I：
10.1021/ol802608r
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An unprecedented palladium-catalyzed sequential procedure toward arylation and allylic alkylation of highly functionalized cyclohexenones was developed. This new protocol leads to useful building blocks containing a benzylic quaternary carbon in only one step. A concise total synthesis of mesembrine based on this procedure was achieved in only five steps with 22% overall yield.
引用
收藏
页码：555 / 558
页数：4
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