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Mar Drugs. 2018 Jun 12;16(6). pii: E205. doi: 10.3390/md16060205.

Absolute Configuration Determination of Retroflexanone Using the Advanced Mosher Method and Application of HPLC-NMR.

Author information

1
School of Science (Applied Chemistry and Environmental Science), RMIT University, GPO Box 2476, Melbourne, VIC 3001, Australia. caleb.taicho@gmail.com.
2
School of Science (Applied Chemistry and Environmental Science), RMIT University, GPO Box 2476, Melbourne, VIC 3001, Australia. robert.brkljaca@rmit.edu.au.
3
School of Science (Applied Chemistry and Environmental Science), RMIT University, GPO Box 2476, Melbourne, VIC 3001, Australia. sylvia.urban@rmit.edu.au.

Abstract

The absolute configuration of retroflexanone (1) and a closely related phlorogluinol (2) was established using the advanced Mosher method and by application of HPLC-NMR. HPLC-NMR permitted a small scale Mosher method analysis to be carried out on these unstable phloroglucinols.

KEYWORDS:

HPLC-NMR; Mosher; phloroglucinol; retroflexanone; secondary alcohol

PMID:
29895761
PMCID:
PMC6025468
DOI:
10.3390/md16060205
[Indexed for MEDLINE]
Free PMC Article

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