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

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...

Full description

Saved in:
Bibliographic Details
Published inAngewandte Chemie (International ed.) Vol. 50; no. 11; pp. 2643 - 2645
Main Authors Kummerlöwe, Grit, Crone, Benedikt, Kretschmer, Manuel, Kirsch, Stefan F, Luy, Burkhard
Format Journal Article
LanguageEnglish
Published Weinheim Wiley-VCH Verlag 07.03.2011
WILEY-VCH Verlag
WILEY‐VCH Verlag
Wiley
Wiley Subscription Services, Inc
EditionInternational ed. in English
Subjects
Chemistry
Chemistry, Multidisciplinary
electrophiles
enynes
NMR spectroscopy
Physical Sciences
residual dipolar couplings
Science & Technology
structure elucidation
INTRAMOLECULAR SCHMIDT REACTIONS
ORGANIC-MOLECULES
AZIDES
RDCS
residual dipolar couplings
CONFORMATION
enynes
NMR
ALIGNMENT
ASSIGNMENT
RELATIVE CONFIGURATION
structure elucidation
NMR spectroscopy
CYCLIZATION
electrophiles
Online AccessGet full text

Cover

More Information
Summary: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.
Bibliography:http://dx.doi.org/10.1002/anie.201007305
ark:/67375/WNG-C9PPSF1Z-C
Deutsche Forschungsgemeinschaft
DFG
Fonds der Chemischen Industrie
istex:44609CA293214A5EC456341A449B935108D832C2
ArticleID:ANIE201007305
S.F.K. thanks the Deutsche Forschungsgemeinschaft (DFG) and the Fonds der Chemischen Industrie (FCI) for support. B.L. thanks the FCI and the DFG (Heisenberg program LU 835/2,3,4,7 and Forschergruppe FOR 934).
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201007305