Predicting Rearrangement-Competent Terpenoid Oxidation Levels

Results of density functional theory calculations on rearrangements of potential biosynthetic precursors to the sesquiterpenoid illisimonin A reveal that only some possible precursors, those with certain specific oxidation patterns, are rearrangement-competent.

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Bibliographic Details
Published in:Journal of the American Chemical Society 2020-04, Vol.142 (13), p.6060-6065
Main Authors: McCulley, Christina H, Tantillo, Dean J
Format: Article
Language:English
Subjects:
Biosynthetic Pathways
Density Functional Theory
Models, Chemical
Models, Molecular
Oxidation-Reduction
Sesquiterpenes - chemistry
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Description
Summary:Results of density functional theory calculations on rearrangements of potential biosynthetic precursors to the sesquiterpenoid illisimonin A reveal that only some possible precursors, those with certain specific oxidation patterns, are rearrangement-competent.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.9b12398