The Norbornene Shuttle: Multicomponent Domino Synthesis of Tetrasubstituted Helical Alkenes through Multiple C-H Functionalization

被引:123
作者
Gericke, Kersten M. [1 ]
Chai, David I. [1 ]
Bieler, Nikolas [1 ]
Lautens, Mark [1 ]
机构
[1] Univ Toronto, Dept Chem, Davenport Chem Labs, Toronto, ON M5S 3H6, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
C-H activation; domino reactions; multicomponent reactions; palladium; strained molecules; ALKYLATION-ALKENYLATION REACTIONS; PALLADIUM-CATALYZED ALKYLATION; HETEROCYCLES; SEQUENCE; INDOLES; ROUTE;
D O I
10.1002/anie.200805512
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Shall we dance? Within the proposed mechanism for the palladium-catalyzed title reaction, the strained alkene norbornene (or norbornadiene) enters and exits the catalytic cycle in a catalytic "square dabce", acting as both a promoter and a coupling partner in the formation of four carbon-carbon bonds, two of them by challenging C - H activation processes. © 2009 Wiley-VCH Verleg GmbH & Co. KGaA.
引用
收藏
页码:1447 / 1451
页数:5
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