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Front Cover: The Hydroxylated, Tetracyclic Bisquinolizidine Alkaloids Baptifoline and Epibaptifoline: Enantioselective Synthesis and Unambiguous Assignment of their Configuration at C‐13 (Eur. J. Org. Chem. 5/2019)
Author(s) -
Goller Jessica,
Hübschle Christian B.,
Breuning Matthias
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900055
Subject(s) - chemistry , enantioselective synthesis , epimer , stereochemistry , front cover , absolute configuration , cover (algebra) , organic chemistry , mechanical engineering , engineering , catalysis
The Front Cover shows a freehand sketch illustrating our work during elucidation of the correct stereostructure of the two natural bisquinolizidines baptifoline and epibaptifoline. Both are C‐13 hydroxylated derivatives of the well‐known lupine alkaloid anagyrine, but the configuration at C‐13 had never been determined with certainty and contradictory information is found even in recent literature. We now unequivocally established the absolute stereostructure of both epimers by total synthesis, NMR studies, chemical transformation, and X‐ray analysis. More information can be found in the Full Paper by M. Breuning et al.