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- Title
Enantioselective synthesis of tri‐deuterated (–)‐geosmin to be used as internal standard in quantitation assays.
- Authors
Porcelli, Caterina; Kreissl, Johanna; Steinhaus, Martin
- Abstract
For the accurate and sensitive quantitation of the off‐flavor compound geosmin, particularly in complex matrices, a stable isotopologue as internal standard is highly advantageous. In this work, we present a versatile synthetic strategy leading from (4aR)‐1,4a‐dimethyl‐4,4a,5,6,7,8‐hexahydronaphthalen‐2(3H)‐one to tri‐deuterated (–)‐geosmin ((4S,4aS,8aR)‐4,8a‐dimethyl(3,3,4‐2H3)octahydronaphthalen‐4a(2H)‐ol). The starting material was readily accessible from inexpensive 2‐methylcyclohexan‐1‐one using previously published procedures.
- Subjects
COMPLEX matrices; BIOLOGICAL assay
- Publication
Journal of Labelled Compounds & Radiopharmaceuticals, 2020, Vol 63, Issue 11, p476
- ISSN
0362-4803
- Publication type
Article
- DOI
10.1002/jlcr.3874