Enantioselective Construction of Bridged Multicyclic Skeletons: Intermolecular [2+2+2] Cycloaddition/Intramolecular Diels-Alder Reaction Cascade

被引:43
作者
Kobayashi, Masayuki [1 ]
Suda, Takeshi [1 ]
Noguchi, Keiichi [2 ]
Tanaka, Ken [1 ]
机构
[1] Tokyo Univ Agr & Technol, Dept Appl Chem, Grad Sch Engn, Koganei, Tokyo 1848588, Japan
[2] Tokyo Univ Agr & Technol, Instrumentat Anal Ctr, Koganei, Tokyo 1848588, Japan
关键词
asymmetric catalysis; cascade reactions; cycloaddition; Diels-Alder reaction; rhodium; CATALYZED 3+2+2 CYCLOADDITION; GASEOUS ALKYNE EQUIVALENTS; 1ST TOTAL SYNTHESES; LIQUID ENOL ETHERS; ETHYL CYCLOPROPYLIDENEACETATE; NICKEL; CYCLOTRIMERIZATION; ACETATES; PHENOLS; ALKENES;
D O I
10.1002/anie.201004150
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Bridging a gap: A cationic rhodium(I)/ligand complex catalyzes the title reaction of alkynes and amide-linked 1,5-dienes, leading to bridged multicyclic compounds, with high chemo-, regio-, and enantioselectivity (see scheme; Bn=benzyl). © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:1664 / 1667
页数:4
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