Tetrahedron
Tetrahedron
5 years ago

Stereochemical correction and total structure of roridin J

Stereochemical correction and total structure of roridin J
The (2′Z)-configuration of roridin J (1) was revised to the (2′E) form by conducting NOE experiments. Although the configurations with respect to the stereogenic carbons on the macrocyclic ring of 1 had remained unknown, a combination of NMR analysis and molecular modeling calculations revealed the (2′E,5′R,6′S,7′E,9′Z,13′S) form. In addition, the modeling calculations successfully reproduced the 1H and 13C NMR chemical shifts as well as the ECD spectrum. An X-ray crystallographic analysis verified all the relative configurations.

Publisher URL: www.sciencedirect.com/science

DOI: S0040402017307901

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