Residual Dipolar Couplings as a Powerful Tool for Constitutional Analysis: The Unexpected Formation of Tricyclic Compounds

被引:68
作者
Kummerloewe, Grit [1 ]
Crone, Benedikt [1 ]
Kretschmer, Manuel [1 ]
Kirsch, Stefan F. [1 ]
Luy, Burkhard [1 ]
机构
[1] Tech Univ Munich, Dept Chem, D-85747 Garching, Germany
关键词
electrophiles; enynes; NMR spectroscopy; residual dipolar couplings; structure elucidation; INTRAMOLECULAR SCHMIDT REACTIONS; RELATIVE CONFIGURATION; ORGANIC-MOLECULES; NMR; ASSIGNMENT; ALIGNMENT; AZIDES; RDCS; CONFORMATION; CYCLIZATION;
D O I
10.1002/anie.201007305
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Analyze this! Residual dipolar couplings (RDCs) can be used to determine the constitution of a small molecule when traditional methods for structure elucidation fail. In a case study, a highly congested, tricyclic compound resulting from the electrophilic cyclization of an azide-containing 1,5-enyne was investigated. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:2643 / 2645
页数:3
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