m-Bromotrifluorotoluene, 1, was subjected to microbial oxidation by Pp 39/D. The products from the reaction were isolated and identified by various spectral techniques. The absolute stereochemistry of the major metabolite has been determined as cis-ααα-trifluoromethyl 2R, 3S-dihydroxy-5-bromo-4,6-cyclohexadiene 2.
The absolute stereochemistry was discovered by comparison of the products from the convergent synthetic pathway of 2 and the known diol metabolite from α,α,α-trifluorotoluene, 4. / Master of Science
| Identifer | oai:union.ndltd.org:VTETD/oai:vtechworks.lib.vt.edu:10919/40749 |
| Date | 24 January 2009 |
| Creators | Stabile, Michele R. |
| Contributors | Chemistry |
| Publisher | Virginia Tech |
| Source Sets | Virginia Tech Theses and Dissertation |
| Language | English |
| Detected Language | English |
| Type | Thesis, Text |
| Format | v, 74 leaves, BTD, application/pdf, application/pdf |
| Rights | In Copyright, http://rightsstatements.org/vocab/InC/1.0/ |
| Relation | OCLC# 28553182, LD5655.V855_1993.S733.pdf |
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