Synthesis of Barbaralones and Bullvalenes Made Easy by Gold Catalysis

被引：40
作者：
Ferrer, Sofia [1 ]
Echavarren, Antonio M. [1 ,2 ]
机构：
[1] Barcelona Inst Sci & Technol, Inst Chem Res Catalonia ICIQ, Ave Paisos Catalans 16, Tarragona 43007, Spain
[2] Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, C Marcelli Domingo S-N, E-43007 Tarragona, Spain
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 37期
基金：
欧洲研究理事会;
关键词：
barbaralones; bullvalenes; cyclization reactions; gold; valence tautomerism; DEGENERATE COPE REARRANGEMENT; SHAPESHIFTING ORGANIC-MOLECULES; RETRO-BUCHNER REACTION; X-RAY CRYSTALLOGRAPHY; SOLID-STATE; C-13; NMR; INTRAMOLECULAR CYCLIZATION; MAGNETIC-RESONANCE; REACTION PATHWAYS; DEUTERIUM;
D O I：
10.1002/anie.201606101
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The gold(I)-catalyzed oxidative cyclization of 7-ethynyl-1,3,5-cycloheptatrienes gives 1-substituted barbaralones in a general manner, which simplifies the access to other fluxional molecules. As an example, we report the shortest syntheses of bullvalene, phenylbullvalene, and disubstituted bullvalenes, and a readily accessible route to complex cage-type structures by further gold(I)-catalyzed reactions.
引用
收藏
页码：11178 / 11182
页数：5
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