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5. Computer‐Assisted 3D Structure Elucidation (CASE‐3D): The Structural Value of ² J _CH in Addition to ³ J _CH Coupling Constants

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   Abstract We present a method to use long‐range CH coupling constants to derive the correct diastereoisomer from the molecular constitution of small molecules. A set of 79²J_CHand³J_CHvalues collected from a single HSQMBC experiment on a sample of strychnine were used in the CASE‐3D (computer‐assisted 3D structure elucidation) protocol. In addition to the most commonly used³J_CHcoupling constants, the subset of 32²J_CHvalues alone showed an excellent degree of configuration selection. The study is mainly based on comparison of DFT‐calculated^2,3J_CHvalues with experimental ones, critical for the case of²J_CH. But the configuration selection also works well using³J_CHvalues predicted from a semi‐empirical Karplus‐based equation limited to H−C−C−C fragments. The robustness, shown using strychnine as a proof of concept, makes theJ‐based CASE‐3D analysis a viable option for the application in fields such as peptide and carbohydrate research, organic synthesis, natural‐product identification and analysis, as well as medicinal chemistry. 

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