Total Synthesis of (+)-Linoxepin by Utilizing the Catellani Reaction

被引:114
作者
Weinstabl, Harald [1 ]
Suhartono, Marcel [1 ]
Qureshi, Zafar [1 ]
Lautens, Mark [1 ]
机构
[1] Univ Toronto, Dept Chem, Davenport Labs, Toronto, ON M5S 3H6, Canada
基金
奥地利科学基金会;
关键词
CH functionalization; Catellani reaction; domino reactions; lignans; total synthesis; DOMINO REACTIONS; RING-SYSTEM; LIGNANS; ELIMINATION; MECHANISM; ARYLATION; ALKENES;
D O I
10.1002/anie.201302327
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Molecular intelligence: The structurally novel lignan (+)-linoxepin is synthesized in an eight-step sequence. The enantioselective synthesis features the palladium-catalyzed Catellani reaction as the key step. In this highly convergent multicomponent reaction, two new carbon-carbon bonds are formed, one of which results from a C-H bond functionalization. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:5305 / 5308
页数:4
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